AKAMAI TECHNOLOGIES INC
DEF 14A, 2000-04-24
BUSINESS SERVICES, NEC
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<PAGE>   1

                                  SCHEDULE 14A

                                 (RULE 14a-101)
                    INFORMATION REQUIRED IN PROXY STATEMENT

                            SCHEDULE 14A INFORMATION

          PROXY STATEMENT PURSUANT TO SECTION 14(a) OF THE SECURITIES
                              EXCHANGE ACT OF 1934

Filed by the Registrant [X]

Filed by a Party other than the Registrant [ ]

<TABLE>
<S>                                                           <C>
Check the appropriate box:
[ ] Preliminary Proxy Statement                               [ ] Confidential, For Use of the
                                                              Commission Only (as permitted by
[X] Definitive Proxy Statement                                Rule 14a-6(e)(2))
[ ] Definitive Additional Materials
[ ] Soliciting Material Under Rule 14a-12
</TABLE>

                           AKAMAI TECHNOLOGIES, INC.
- --------------------------------------------------------------------------------
                (Name of Registrant as Specified In Its Charter)

- --------------------------------------------------------------------------------
    (Name of Person(s) Filing Proxy Statement, if other than the Registrant)

Payment of Filing Fee (Check the appropriate box):

[X] No fee required.

[ ] Fee computed on table below per Exchange Act Rules 14a-6(i)(1) and 0-11.

  (1) Title of each class of securities to which transaction applies:

  (2) Aggregate number of securities to which transaction applies:

  (3) Per unit price or other underlying value of transaction computed pursuant
      to Exchange Act
      Rule 0-11 (set forth the amount on which the filing fee is calculated and
      state how it was determined):

  (4) Proposed maximum aggregate value of transaction:

  (5) Total fee paid:

[ ] Fee paid previously with preliminary materials:

[ ] Check box if any part of the fee is offset as provided by Exchange Act Rule
    0-11(a)(2) and identify the filing for which the offsetting fee was paid
    previously. Identify the previous filing by registration statement number,
    or the form or schedule and the date of its filing.

  (1) Amount previously paid:

  (2) Form, Schedule or Registration Statement No.:

  (3) Filing Party:

  (4) Date Filed:
<PAGE>   2

                                 [AKAMAI LOGO]

To our Stockholders:

     I am pleased to invite you to attend the Annual Meeting of Stockholders of
Akamai Technologies, Inc. to be held on Wednesday, May 24, 2000 at 2:00 p.m. at
the University Park Hotel at MIT, 20 Sidney Street, Cambridge, Massachusetts.

     Details regarding admission to the meeting and the business to be conducted
are more fully described in the accompanying Notice of Annual Meeting and Proxy
Statement.

     Your vote is important. Whether or not you plan to attend the Annual
Meeting, I hope you will vote as soon as possible. Voting by written proxy will
ensure your representation at the Annual Meeting if you do not attend in person.
Please review the instructions on the proxy card regarding each of these voting
options.

     Thank you for your ongoing support of and continued interest in Akamai
Technologies, Inc.

                                          Sincerely,

                                          /s/ George H. Conrades

                                          GEORGE H. CONRADES
                                          Chairman and Chief Executive Officer
<PAGE>   3

                           AKAMAI TECHNOLOGIES, INC.
                             500 TECHNOLOGY SQUARE
                         CAMBRIDGE, MASSACHUSETTS 01239

                 NOTICE OF 2000 ANNUAL MEETING OF STOCKHOLDERS
                           TO BE HELD ON MAY 24, 2000

     The Annual Meeting of Stockholders of Akamai Technologies, Inc. will be
held on Wednesday, May 24, 2000, at 2:00 p.m., local time, at the University
Park Hotel at MIT, 20 Sidney Street, Cambridge, Massachusetts, to consider and
act upon the following matters:

        (1) To elect two Class I directors of Akamai for the ensuing three
            years.

        (2) To approve an amendment to Akamai's Amended and Restated Certificate
            of Incorporation increasing the number of shares of common stock
            which Akamai is authorized to issue from 300,000,000 shares to
            700,000,000 shares.

        (3) To approve (i) the continuance of Akamai's Second Amended and
            Restated 1998 Stock Incentive Plan; and (ii) an amendment increasing
            the number of shares of common stock authorized for issuance under
            Akamai's Second Amended and Restated 1998 Stock Incentive Plan from
            28,755,600 to 37,755,600.

        (4) To ratify the selection by Akamai of PricewaterhouseCoopers LLP as
            the independent auditors of Akamai for the fiscal year ending
            December 31, 2000.

        (5) To transact such other business as may properly come before the
            meeting or any adjournment thereof.

     Stockholders of record at the close of business on April 10, 2000 are
entitled to notice of, and to vote at, the Annual Meeting and are cordially
invited to attend the meeting. The stock transfer books of Akamai will remain
open for the purchase and sale of Akamai's common stock.

     All stockholders are cordially invited to attend the meeting.

                                          By order of the Board of Directors,

                                          /s/ Robert O. Ball III

                                          ROBERT O. BALL III
                                          Vice President, General Counsel
                                          and Secretary

Cambridge, Massachusetts
April 24, 2000

     WHETHER OF NOT YOU PLAN TO ATTEND THE MEETING, PLEASE COMPLETE, DATE AND
SIGN THE ENCLOSED PROXY CARD AND PROMPTLY MAIL IT IN THE ENCLOSED ENVELOPE IN
ORDER TO ASSURE REPRESENTATION OF YOUR SHARES AT THE MEETING. NO POSTAGE NEED BE
AFFIXED IF THE PROXY CARD IS MAILED IN THE UNITED STATES.
<PAGE>   4

                           AKAMAI TECHNOLOGIES, INC.
                             500 TECHNOLOGY SQUARE
                         CAMBRIDGE, MASSACHUSETTS 01239

                 NOTICE OF 2000 ANNUAL MEETING OF STOCKHOLDERS
                           TO BE HELD ON MAY 24, 2000

     THIS PROXY STATEMENT IS FURNISHED IN CONNECTION WITH THE SOLICITATION OF
PROXIES BY THE BOARD OF DIRECTORS OF AKAMAI TECHNOLOGIES, INC. FOR USE AT THE
2000 ANNUAL MEETING OF STOCKHOLDERS TO BE HELD ON MAY 24, 2000 AND AT ANY
ADJOURNMENT OR ADJOURNMENTS OF THAT MEETING.

     All proxies will be voted in accordance with the instructions contained
therein, and if no choice is specified, the proxies will be voted in favor of
the matters set forth in the accompanying Notice of Meeting. Any proxy may be
revoked by a stockholder at any time before it is exercised by delivery of
written revocation to the Secretary of Akamai or by voting in person at the
Annual Meeting. Attendance at the Annual Meeting will not itself be deemed to
revoke a proxy unless the stockholder gives affirmative notice at the Annual
Meeting that the stockholder intends to revoke the proxy and vote in person.

     AKAMAI'S ANNUAL REPORT FOR THE YEAR ENDED DECEMBER 31, 1999 IS BEING MAILED
TO STOCKHOLDERS WITH THE MAILING OF THIS NOTICE OF ANNUAL MEETING AND THIS PROXY
STATEMENT ON OR ABOUT APRIL 24, 2000.

     A COPY OF AKAMAI'S ANNUAL REPORT ON FORM 10-K FOR THE YEAR ENDED DECEMBER
31, 1999, AS FILED WITH THE SECURITIES AND EXCHANGE COMMISSION, EXCEPT FOR
EXHIBITS, WILL BE FURNISHED WITHOUT CHARGE TO ANY STOCKHOLDER UPON WRITTEN
REQUEST TO SHANNON ALTIMARI, AKAMAI TECHNOLOGIES, INC., 500 TECHNOLOGY SQUARE,
CAMBRIDGE, MASSACHUSETTS 01239. EXHIBITS WILL BE PROVIDED UPON REQUEST AND
PAYMENT OF AN APPROPRIATE PROCESSING FEE.

VOTING SECURITIES AND VOTES REQUIRED

     On April 10, 2000, the record date for the determination of stockholders
entitled to notice of and to vote at the Annual Meeting, there were outstanding
and entitled to vote an aggregate of 93,924,025 shares of common stock of
Akamai, $.01 par value per share. Each share is entitled to one vote.

     Under Akamai's by-laws, the holders of a majority of the shares of common
stock issued, outstanding and entitled to vote on any matter shall constitute a
quorum with respect to that matter at the Annual Meeting. Shares of common stock
present in person or represented by proxy (including shares which abstain or do
not vote with respect to one or more of the matters presented for stockholder
approval) will be counted for purposes of determining whether a quorum is
present.

     The affirmative vote of the holders of a plurality of the shares of common
stock voting on the matter is required for the election of directors. The
affirmative vote of the holders of a majority of the shares of common stock
issued and outstanding is required for the approval of an amendment to Akamai's
Amended and Restated Certificate of Incorporation increasing the number of
shares of common stock which Akamai is authorized to issue from 300,000,000
shares to 700,000,000 shares. The affirmative vote of the holders of a majority
of the shares of common stock voting on the matter is required for the
continuance of and the amendment to the Second Amended and Restated 1998 Stock
Incentive Plan, which we refer to in this Proxy Statement as the Stock Incentive
Plan, and the ratification of the appointment of PricewaterhouseCoopers LLP as
Akamai's independent auditors for the fiscal year ending December 31, 2000.

     Shares which abstain from voting as to a particular matter and shares held
in "street name" by brokers or nominees who indicate on their proxies that they
do not have discretionary authority to vote such shares as to a particular
matter, will not be counted as votes in favor of such matter and will also not
be counted as votes cast or shares voting on such matter. Accordingly,
abstentions and "broker non-votes" will have no effect on the voting of each
matter that requires the affirmative vote of a certain percentage of the votes
cast or shares
<PAGE>   5

voting on a matter and will have the effect of a vote against the proposed
amendment to Akamai's Amended and Restated Certificate of Incorporation.

SECURITY OWNERSHIP OF CERTAIN BENEFICIAL OWNERS AND MANAGEMENT

     The following table sets forth information as to the number of shares of
Akamai common stock beneficially owned as of March 31, 2000 by the following:

     - each person known by Akamai to beneficially own more than 5% of the
       outstanding shares of Akamai common stock;

     - each director of Akamai;

     - the chief executive officer and the four other most highly compensated
       executive officers of Akamai; and

     - all Akamai executive officers and directors as a group.

     Beneficial ownership is determined in accordance with the rules of the
Securities and Exchange Commission, and includes voting and investment power
with respect to shares. Unless otherwise indicated below, to Akamai's knowledge,
all persons named in the table have sole voting and investment power with
respect to their shares of common stock, except to the extent authority is
shared by spouses under applicable law. Unless otherwise indicated, the address
of each person owning more than 5% of the outstanding shares of common stock is
c/o Akamai Technologies, Inc., 500 Technology Square, Cambridge, Massachusetts
02139.

<TABLE>
<CAPTION>
                                                                                    PERCENTAGE OF
                                                               NUMBER OF SHARES     COMMON STOCK
NAME AND ADDRESS OF BENEFICIAL OWNER                          BENEFICIALLY OWNED     OUTSTANDING
- ------------------------------------                          ------------------    -------------
<S>                                                           <C>                   <C>
Battery Ventures IV, L.P.(1)................................      10,269,304            11.0%
  20 William Street
  Wellesley, MA 02481
F. Thomson Leighton.........................................       9,199,750             9.9
Daniel M. Lewin.............................................       9,316,750            10.0
Baker Communication's Fund, L.P.(2).........................       7,418,471             7.9
  c/o Baker Capital Partners, LLC
  540 Madison Avenue
  New York, NY 10022
George H. Conrades(3).......................................       5,074,381             5.4
Entities affiliated with Polaris Venture Management Co. II,
  L.L.C.(4).................................................       6,662,623             7.1
  1000 Winter Street, Suite 3350
  Waltham, MA 02451
Arthur H. Bilger(5).........................................       1,291,882             1.4
Todd A. Dagres(6)...........................................      10,269,304            11.0
  c/o Battery Ventures IV, L.P.
  20 William Street
  Wellesley, MA 02481
Terrance G. McGuire(7)......................................       6,662,623             7.1
  c/o Polaris Management Co. II, LLC
  1000 Winter Street
  Suite 3350
  Waltham, MA 02451
Edward W. Scott(8)..........................................       7,418,471             7.9
  c/o Baker Capital Partners, LLC
  540 Madison Avenue
  New York, NY 10022
Paul Sagan(9)...............................................       2,037,777             2.2
Earl P. Galleher III(10)....................................       1,334,295             1.4
</TABLE>

                                        2
<PAGE>   6

<TABLE>
<CAPTION>
                                                                                    PERCENTAGE OF
                                                               NUMBER OF SHARES     COMMON STOCK
NAME AND ADDRESS OF BENEFICIAL OWNER                          BENEFICIALLY OWNED     OUTSTANDING
- ------------------------------------                          ------------------    -------------
<S>                                                           <C>                   <C>
David Goodtree(11)..........................................         394,050               *
Robert O. Ball III(12)......................................         250,300               *
All executive officers and directors as a group (15
  persons)(13)..............................................      56,688,333            59.7
</TABLE>

- ---------------
  *  Percentage is less than 1% of the total number of outstanding shares of
     common stock of Akamai.

 (1) Includes 157,906 shares held by Battery Investment Partners IV, LLC.
     Battery Ventures IV, L.P. is the managing member of Battery Investment
     Partners IV, LLC.

 (2) Includes 934,668 shares issuable upon the exercise of warrants exercisable
     within 60 days after March 31, 2000.

 (3) Includes 8,694 shares issuable upon the exercise of warrants exercisable
     within 60 days after March 31, 2000. Excludes shares held by entities
     affiliated with Polaris Venture Management Co. II, L.L.C., of which Mr.
     Conrades is a general partner.

 (4) Represents 6,377,474 shares by Polaris Venture Partners II L.P., 151,625
     shares held by Polaris Venture Partners Founders' Fund II L.P., 130,356
     shares issuable upon exercise of warrants held by Polaris Venture Partners
     II L.P. and exercisable within 60 days after March 31, 2000 and 3,168
     shares issuable upon the exercise of warrants held by Polaris Venture
     Partners Founders' Fund II L.P. and exercisable within 60 days after March
     31, 2000. Polaris Venture Management Co. II, L.L.C. is the general partner
     of Polaris Venture Partners and Polaris Venture Founders' Fund II L.P.

 (5) Represents 1,220,872 shares held by ADASE Partners, L.P., 57,660 shares
     held by AT Investors LLC and 13,350 shares issuable upon the exercise of
     warrants held by AT Investors LLC and exercisable within 60 days after
     March 31, 2000. Mr. Bilger, a director of Akamai, is the managing member of
     the general partner of ADASE Partners, L.P. and managing member of AT
     Investors LLC. Mr. Bilger disclaims beneficial ownership of the shares held
     by ADASE Partners, L.P. and AT Investors LLC except to the extent of his
     pecuniary interest in those entities. Excludes shares held by Baker
     Communications Fund, L.P., of which Mr. Bilger is a limited partner.

 (6) Represents 10,111,398 shares held by Battery Ventures IV, L.P. and 157,906
     shares held by Battery Investment Partners IV, LLC. Battery Ventures IV,
     L.P. is the managing member of Battery Investment Partners IV, LLC. Todd A.
     Dagres, a director of Akamai, is a general partner of Battery Ventures IV,
     L.P. Mr. Dagres disclaims beneficial ownership of the shares held by
     Battery Ventures IV, L.P. and Battery Investment Partners IV, LLC except to
     the extent of his pecuniary interest in those entities.

 (7) Represents 6,377,474 shares held by Polaris Venture Partners II L.P.,
     151,625 shares held by Polaris Venture Partners Founders' Fund II L.P.,
     130,356 shares issuable upon exercise of warrants held by Polaris Venture
     Partners II L.P. and exercisable within 60 days after March 31, 2000 and
     3,168 shares issuable upon the exercise of warrants held by Polaris Venture
     Partners Founders' Fund II L.P. and exercisable within 60 days after March
     31, 2000. Polaris Venture Management Co. II, L.L.C. is the general partner
     of Polaris Venture Partners II L.P. and Polaris Venture Partners Founders'
     Fund II L.P. Terrance G. McGuire, a director of Akamai, is a general
     partner of Polaris Venture Management Co. II, L.L.C. Mr. McGuire disclaims
     beneficial ownership of the shares held by Polaris Venture Partners II L.P.
     and Polaris Venture Partners Founders' Fund II L.P. except to the extent of
     his pecuniary interest in those entities.

 (8) Represents 6,483,803 shares held by Baker Communications Fund, L.P. and
     934,668 shares issuable upon the exercise of warrants exercisable within 60
     days after March 31, 2000 held by Baker Communications Fund, L.P. Baker
     Capital Partners, LLC is general partner of Baker Fund, L.P. Edward W.
     Scott, a director of Akamai, is a general partner of Baker Communications
     Fund, L.P. Mr. Scott disclaims beneficial ownership of the shares held by
     Baker Communications Fund, L.P. except to the extent of his pecuniary
     interest in Baker Communications Fund, L.P.

                                        3
<PAGE>   7

 (9) Includes 1,932 shares issuable upon the exercise of warrants exercisable
     within 60 days after March 31, 2000.

(10) Includes 6,450 shares issuable upon the exercise of warrants exercisable
     within 60 days after March 31, 2000.

(11) Includes 393,750 shares issuable upon the exercise of options exercisable
     within 60 days after March 31, 2000.

(12) Includes 100 shares held as custodian for each of Mr. Ball's three minor
     children.

(13) Includes 1,603,618 shares of common stock issuable upon the exercise of
     options and warrants exercisable within 60 days after March 31, 2000.

                             ELECTION OF DIRECTORS

     Akamai's Board of Directors currently consists of seven persons, divided
into three classes serving staggered terms of three years. Currently there are
two directors in Class I (whose terms expire at this Annual Meeting), two
directors in Class II (whose terms expire at the Annual Meeting of stockholders
in 2001) and three directors in Class III (whose terms expire at the Annual
Meeting of Stockholders in 2002). Two Class I directors are to be elected at the
Annual Meeting. Each of these Class I directors will hold office until the
Annual Meeting of Stockholders in 2003 or until his or her successor has been
duly elected and qualified.

     In the event that any nominee for Class I director becomes unavailable or
declines to serve as a director at the time of the Annual Meeting, the proxy
holders will vote the proxies in their discretion for any nominee who is
designated by the current Board of Directors to fill the vacancy. It is not
expected that any of the nominees will be unavailable to serve.

     Set forth below is the name of each member of the Board of Directors
(including the nominees for election as Class I directors), and the positions
and offices held by him, his principal occupation and business experience during
the past five years, the names of other publicly held companies of which he
serves as a director and the year of the commencement of his term as a director
of Akamai. Information with respect to the number of shares of common stock
beneficially owned by each director, directly or indirectly, as of March 31,
2000, appears above under the heading "Security Ownership of Certain Beneficial
Owners and Management."

BOARD RECOMMENDATION

     AKAMAI'S BOARD OF DIRECTORS BELIEVES THAT APPROVAL OF THE ELECTION OF THE
TWO CLASS I DIRECTORS IS IN THE BEST INTERESTS OF AKAMAI AND ITS STOCKHOLDERS
AND THEREFORE IT RECOMMENDS A VOTE FOR THIS PROPOSAL.

NOMINEES FOR TERMS EXPIRING IN 2003 (CLASS I DIRECTORS)

     GEORGE H. CONRADES, age 61, has served as Chairman and Chief Executive
Officer of Akamai since April 1999 and as a director since December 1998. Mr.
Conrades has also been a venture partner of Polaris Venture Partners, Inc., an
early stage investment company, since August 1998. From August 1997 to July
1998, Mr. Conrades served as Executive Vice President of GTE and President of
GTE Internetworking, an integrated telecommunication services firm. Mr. Conrades
served as Chairman of the Board of Directors and Chief Executive Officer of BBN
Corporation, a national Internet services provider and Internet technology
research and development company, from January 1994 until its acquisition by GTE
Internetworking in July 1997. Prior to joining BBN Corporation, Mr. Conrades was
an IBM Senior Vice President and a Member of IBM's Corporate Management Board.
Mr. Conrades is currently a director of CBS and Infinity Broadcasting, a media
company, and Cardinal Health, Inc., a provider of services supporting the
healthcare industry. He is also an interim member of the board of ICANN, the
Internet Corporation for the Assignment of Names and Numbers, a non-profit
organization established by the United States government to oversee the
administration of Internet names and addresses.

                                        4
<PAGE>   8

     TERRANCE G. MCGUIRE, age 44, has served as a director of Akamai since April
1999. Mr. McGuire is a founder and has been a general partner of Polaris Venture
Partners, Inc. since June 1996. Since 1992, Mr. McGuire has also been a general
partner of Burr, Egan, Deleage & Co., a venture capital firm. Mr. McGuire also
serves as a director of Aspect Medical Systems, Inc., an anesthesia monitoring
company.

DIRECTORS WHOSE TERMS EXPIRE IN 2001 (CLASS II DIRECTORS)

     F.  THOMSON LEIGHTON, age 43, co-founded Akamai and has served as Chief
Scientist and as a director since August 1998. Dr. Leighton has been a professor
of Mathematics at MIT since 1982 and has served as the Head of the Algorithms
Group in MIT's Laboratory for Computer Science since its inception in 1996. Dr.
Leighton is currently on leave from MIT. Dr. Leighton is a former two-term chair
of the 2,000-member Association of Computing Machinery Special Interest Group on
Algorithms and Complexity Theory, and a former two-term Editor-in-Chief of the
Journal of the ACM, one of the nation's premier journals for computer science
research.

     EDWARD W. SCOTT, age 37, has served as a director of Akamai since April
1999. Mr. Scott is a founder and general partner of the Baker Communications
Fund, a communications private equity fund. He has been a general partner of
that firm since March 1996. From December 1990 until March 1996, Mr. Scott was a
private equity investor with the Apollo Investment Fund, L.P.

DIRECTORS WHOSE TERMS EXPIRE IN 2002 (CLASS III DIRECTORS)

     ARTHUR H. BILGER, age 47, has served as a director of Akamai since November
1998 and has served as Vice Chairman of the Board of Directors since August
1999. From December 1994 until March 1997, Mr. Bilger was President, Chief
Operating Officer and a member of the Board of Directors of New World
Communications Group Incorporated, an entity engaged in television broadcasting
and production. From August 1990 until December 1994, Mr. Bilger was a founding
principal of Apollo Advisors, L.P. and Lion Advisors, L.P., entities engaged in
the management of securities investments. Mr. Bilger is currently a director of
Mandalay Resort Group, an owner and operator of hotel casino facilities.

     TODD A. DAGRES, age 39, has served as a director of Akamai since November
1998. Since February 1996, Mr. Dagres has been a general partner of Battery
Ventures, a venture capital firm. From February 1994 to February 1996, Mr.
Dagres was a Principal and Senior Technology Analyst at Montgomery Securities,
now known as Banc of America Securities LLC, an investment bank and brokerage
firm.

     DANIEL M. LEWIN, age 29, co-founded Akamai and has served as a director
since August 1998. Mr. Lewin served as President of Akamai from August 1998 to
May 1999 and as Chief Technology Officer since May 1999. Since July 1996, Mr.
Lewin has been a Ph.D. candidate in the Algorithms Group at MIT's Laboratory for
Computer Science. From May 1994 to May 1996, Mr. Lewin worked at IBM's research
laboratory in Haifa, Israel as a full-time Research Fellow and Project Leader
responsible for the development and support of IBM's Genesys system.

OTHER EXECUTIVE OFFICERS OF AKAMAI

     PAUL SAGAN, age 41, joined Akamai in October 1998 as Vice President and
Chief Operating Officer and has served as President and Chief Operating Officer
since May 1999. Mr. Sagan was a Senior Advisor to the World Economic Forum, a
Geneva, Switzerland-based not-for-profit membership organization, whose members
are multinational corporations, from July 1997 to August 1998. From December
1995 to December 1996, Mr. Sagan was the President and Editor of Time Inc. New
Media, an affiliate of Time Warner, Inc., a global media and entertainment
company. From September 1992 to December 1995, Mr. Sagan served as a vice
president and senior vice president of Time Warner Cable, a division of Time
Warner, Inc. Mr. Sagan is also a director of Open Market, Inc. and Medialink
Worldwide Inc.

     TIMOTHY WELLER, age 35, joined Akamai in August 1999 as Chief Financial
Officer. From July 1993 until August 1999, Mr. Weller was an equity research
analyst at Donaldson, Lufkin & Jenrette, an investment banking firm. Mr. Weller
holds a Ph.D. in Electrical Engineering from the University of Illinois.

                                        5
<PAGE>   9

     ROBERT O. BALL III, age 41, has served as Vice President and General
Counsel of Akamai since July 1999 and has served as Secretary since August 1999.
From June 1996 until August 1999, Mr. Ball was a Partner and Chair of the
Electronic Commerce Practice Team at Alston & Bird LLP, a law firm. From 1991
until May 1996, Mr. Ball was a Partner at Cashin, Morton & Mullins, a law firm.

     PETER DANZIG, age 39, joined Akamai in September 1999 as Vice President of
Technology. Prior to joining Akamai, from March 1997 to August 1999, Mr. Danzig
served as acting Chief Technology Officer of the NetCache group at Network
Appliance, Inc., a provider of network data solutions. Mr. Danzig founded
Internet Middleware Corporation, a provider of web caching solutions, in May
1996 and served as its Chief Technology Officer until it was acquired by Network
Appliance, Inc. in March 1997. From January 1990 to May 1996, Mr. Danzig was an
Assistant Professor of Computer Science at the University of Southern
California.

     EARL P. GALLEHER III, age 40, has served as Vice President of WorldWide
Sales and Support of Akamai since March 1999. From March 1996 until August 1998,
Mr. Galleher was employed with Digex, Inc., a national Internet carrier, where
he served as Vice President and General Manager from March 1996 to January 1997
and as the President of the Web Site Management Division from January 1997 to
August 1998. From November 1991 to February 1996, Mr. Galleher served as
Director of Marketing at American Mobile Satellite Corporation, a mobile voice
and data service provider.

     DAVID GOODTREE, age 38, has served as the Vice President of Strategy and
Products of Akamai since December 1999. From March 1999 until December 1999, Mr.
Goodtree served as Vice President of Marketing of Akamai. From October 1994 to
March 1999, Mr. Goodtree served as Group Director at Forrester Research, Inc.,
an independent technology research firm. Prior to joining Forrester Research,
Inc., from October 1990 to September 1994, Mr. Goodtree managed product
development for MCI Communications Corporation, now known as MCI WorldCom, Inc.,
a telecommunications company.

     STEVEN P. HEINRICH, age 55, has served as Vice President of Human Resources
of Akamai since March 1999. Prior to joining Akamai, Mr. Heinrich established
Constellation Consulting, Inc., a human resources consulting firm specializing
in early stage, high technology businesses. From November 1979 to October 1997,
Mr. Heinrich was employed by BBN Corporation where he served as the Vice
President of Human Resources from March 1993 to October 1997.

     JONATHAN SEELIG, age 27, co-founded Akamai in August 1998 and has served as
Vice President of Strategy and Corporate Development since that time. From
January 1995 to September 1997, Mr. Seelig worked for ECI Telecom, Ltd., a
provider of digital telecommunications and data transmission systems to network
service providers. Mr. Seelig is presently on a leave of absence as an M.B.A.
candidate at MIT's Sloan School of Management.

     Each executive officer serves at the discretion of Akamai's board of
directors and holds office until his successor is elected and qualified or until
his earlier resignation or removal. There are no family relationships among any
of the directors or executive officers of Akamai.

     Each person who has served as a director or executive officer during the
year ended December 31, 1999 has no substantial interest, direct or indirect, in
any matter to be acted upon at the Annual Meeting, other than the election of
the Class I Directors.

BOARD AND COMMITTEE MEETINGS

     All directors attended at least 75% of the total number of meetings of the
board of directors and each committee on which he served during the fiscal year
ended December 31, 1999.

     The board of directors has an Audit Committee and a Compensation Committee.

     The Audit Committee consists of three outside directors, Messrs. Bilger,
McGuire and Scott. During 1999, Mr. Leighton also served on the Audit Committee
from April 1999 to December 2000. The Audit Committee reviews the professional
services provided by Akamai's independent accountants, the independence of such
accountants from Akamai's management, Akamai's annual financial statements and
Akamai's
                                        6
<PAGE>   10

system of internal accounting controls. The Audit Committee also reviews such
other matters with respect to Akamai's accounting, auditing and financial
reporting practices and procedures as it may find appropriate or may be brought
to its attention. While members of the Audit Committee performed the duties of
the Audit Committee throughout 1999, the Audit Committee held no formal meetings
in 1999.

     The Compensation Committee consists of Messrs. Dagres and McGuire. Mr.
Conrades served on the Compensation Committee from April 1999 to April 2000. Mr.
Scott also served on the Compensation Committee from April 1999 to January 2000.
The Compensation Committee reviews executive salaries, administers Akamai's
bonus, incentive compensation and stock plans, and approves the salaries and
other benefits of Akamai's executive officers. In addition, the Compensation
Committee consults with Akamai's management regarding Akamai's benefit plans and
compensation policies and practices. While members of the Compensation Committee
performed the duties of the Compensation Committee throughout 1999, the
Compensation Committee held no formal meetings in 1999.

COMPENSATION OF DIRECTORS

     Akamai reimburses directors for reasonable out-of-pocket expenses incurred
in attending meetings of the board of directors. Akamai may, in its discretion,
grant stock options and other equity awards to its non-employee directors from
time to time pursuant to the Stock Incentive Plan. Akamai has not yet determined
the amount and timing of such grants or awards.

EXECUTIVE COMPENSATION

  Summary Compensation Table.

     The following table sets forth information with respect to the compensation
earned by

     - each of the persons who served during 1999 as Akamai's chief executive
       officer; and

     - each of Akamai's four other most highly compensated executive officers
       who received annual compensation in excess of $100,000 in 1999.

     Akamai refers to these individuals as the Akamai Named Executive Officers.
In the table below, columns required by the regulations of the Securities and
Exchange Commission have been omitted where no information was required to be
disclosed under those columns.

<TABLE>
<CAPTION>
                                                                                  LONG-TERM COMPENSATION
                                                                                          AWARDS
                                                          ANNUAL COMPENSATION      NUMBER OF SECURITIES
                                                        -----------------------         UNDERLYING
NAME AND PRINCIPAL POSITION(1)                   YEAR   SALARY($)   BONUS($)(2)        OPTIONS/SARS
- ------------------------------                   ----   ---------   -----------   ----------------------
<S>                                              <C>    <C>         <C>           <C>
George H. Conrades.............................  1999    260,077           --                  --
  Chairman of the Board of Directors and         1998         --           --                  --
  Chief Executive Officer
Daniel M. Lewin(3).............................  1999    120,000           --                  --
  Chief Technology Officer and Director          1998     30,000           --                  --
Paul Sagan.....................................  1999    205,417           --                  --
  President and Chief Operating Officer          1998     22,275           --                  --
Robert O. Ball III.............................  1999    105,769      100,000              60,000
  Vice President, General Counsel and Secretary  1998         --           --                  --
Earl Galleher..................................  1999    137,981       50,000                  --
  Vice President of Worldwide Sales and Support  1998         --           --                  --
David Goodtree.................................  1999    115,981      100,000           1,260,000
  Vice President of Strategy and Products        1998         --           --                  --
</TABLE>

- ---------------
(1) Mr. Conrades commenced employment with Akamai in April 1999; Mr. Lewin
    co-founded Akamai in August 1998; Mr. Sagan commenced employment with Akamai
    in October 1998; Mr. Ball commenced employment with Akamai in July 1999; Mr.
    Galleher commenced employment with Akamai in March 1999; and Mr. Goodtree
    commenced employment with Akamai in March 1999.

                                        7
<PAGE>   11

(2) Other compensation in the form of perquisites and other personal benefits
    has been omitted because these perquisites and other personal benefits
    contributed less than $50,000 or 10% of the total salary and bonus for each
    Akamai Named Executive Officer for that year.

(3) Daniel M. Lewin resigned as President of Akamai and became Chief Technology
    Officer on May 18, 1999.

  Option Grants During Fiscal Year 1999

     The following table sets forth each grant of Akamai stock options during
1999 to each of the Akamai Named Executive Officers. No stock appreciation
rights were granted during such fiscal year.

<TABLE>
<CAPTION>
                                                      INDIVIDUAL GRANTS
                                 ------------------------------------------------------------   POTENTIAL REALIZABLE
                                               PERCENT OF                                         VALUE AT ASSUMED
                                 NUMBER OF        TOTAL                                            ANNUAL RATES OF
                                 SECURITIES   OPTIONS/SARS                                           STOCK PRICE
                                 UNDERLYING    GRANTED TO      EXERCISE OR                        APPRECIATION FOR
                                  OPTIONS/    EMPLOYEES IN     BASE PRICE                          OPTION TERM(2)
                                    SARS         FISCAL         PER SHARE                       ---------------------
                                  GRANTED     YEAR 1999(%)    ($/SHARE)(1)    EXPIRATION DATE    5%($)       10%($)
                                 ----------   -------------   -------------   ---------------   --------   ----------
<S>                              <C>          <C>             <C>             <C>               <C>        <C>
George H. Conrades.............         --          --               --                --            --           --
Daniel M. Lewin................         --          --               --                --            --           --
Paul Sagan.....................         --          --               --                --            --           --
Robert O. Ball III.............     60,000         0.4            19.80          10/28/09       747,127    1,893,366
Earl P. Galleher III...........         --          --               --                --            --           --
David Goodtree.................  1,260,000         8.7            .0417           3/22/09        33,043       83,738
</TABLE>

- ---------------
(1) The exercise price was equal to the fair market value of Akamai's common
    stock as determined by Akamai's board of directors on the date of grant.

(2) The potential realizable value is calculated based on the term of the Akamai
    stock option at the time of grant. Stock price appreciation of 5% and 10% is
    assumed pursuant to rules promulgated by the Securities and Exchange
    Commission and does not represent Akamai's prediction of its stock price
    performance. The potential realizable values at 5% and 10% appreciation are
    calculated by assuming that the exercise price on the date of grant
    appreciates at the indicated rate for the entire term of the Akamai stock
    option and that the Akamai stock option is exercised at the exercise price
    and sold on the last day of its term at the appreciated price.

  Options Exercised During Fiscal Year 1999

     The following table sets forth for each of the Akamai Named Executive
Officers the Akamai stock options exercised and the number and value of
securities underlying unexercised options that are held by the Akamai Named
Executive Officers as of December 31, 1999. None of the Akamai Named Executive
Officers exercised Akamai stock options in 1999.

<TABLE>
<CAPTION>
                                                NUMBER OF SECURITIES            VALUE OF UNEXERCISED
                                               UNDERLYING UNEXERCISED           IN-THE-MONEY OPTIONS
                                            OPTIONS AT DECEMBER 31, 1999     AT DECEMBER 31, 1999($)(1)
                                            ----------------------------    ----------------------------
                                            EXERCISABLE    UNEXERCISABLE    EXERCISABLE    UNEXERCISABLE
                                            -----------    -------------    -----------    -------------
<S>                                         <C>            <C>              <C>            <C>
George H. Conrades........................      --                  --          --                   --
Daniel M. Lewin...........................      --                  --          --                   --
Paul Sagan................................      --                  --          --                   --
Robert O. Ball III........................      --              60,000          --           18,469,500
Earl P. Galleher III......................      --                  --          --                   --
David Goodtree............................      --           1,260,000          --          412,754,958
</TABLE>

- ---------------
(1) Based on the closing sale price of Akamai common stock on December 31, 1999
    ($327 5/8), as reported by the Nasdaq National Market, less the option
    exercise price.

                                        8
<PAGE>   12

SECTION 16(a) BENEFICIAL OWNERSHIP REPORTING COMPLIANCE

     Based solely on its review of copies of reports filed by all officers and
directors of Akamai who are persons required to file reports, referred to as
reporting persons, pursuant to Section 16(a) of the Securities Exchange Act of
1934, as amended, which we refer to as the Exchange Act, or written
representations from certain reporting persons, Akamai believes that during
fiscal 1999 all filings required to be made by the reporting persons were timely
made in accordance with the requirements of the Exchange Act.

REPORT OF THE COMPENSATION COMMITTEE

     The Compensation Committee of Akamai's board of directors has furnished the
following report on executive compensation.

     The Compensation Committee of Akamai's board of directors, which consists
of Mr. Dagres and Mr. McGuire, reviews executive salaries, administers Akamai's
stock plans and any executive bonus and other executive incentive plans and
approves the salaries and other benefits of its executive officers. In addition,
the Compensation Committee consults with Akamai's management regarding its
benefit plans and is responsible for reviewing Akamai's overall compensation
policies and practices.

Compensation Philosophies

     Akamai's executive compensation program for 1999 consisted primarily of
base salary and stock options or restricted stock designed to align executive
compensation with Akamai's long-term strategic goals and shareholder interest
and to attract, retain and reward executives. Akamai employed first year cash
bonuses to attract few key executives. The Committee's executive compensation
philosophy holds that a significant portion of executive compensation should be
tied directly to the performance of Akamai as a whole. The stock option and
restricted stock grants for Akamai executives reflect this philosophy. By
linking compensation to Akamai's business objectives Akamai believes that a
performance-oriented environment is created for its executives and other
employees.

     Akamai's executive compensation program for 1999 was also intended to align
executive and shareholder interests by providing executives with an equity
interest in Akamai through the granting of stock options or restricted stock, or
a combination of both. The size of option grants was recommended by George
Conrades (who was a member of the Compensation Committee until April 9, 2000) to
the Compensation Committee for approval. The Compensation Committee based its
review of recommended grants on various factors, including the executive's
responsibilities, the executive's past, present and expected contributions to
Akamai and current market grants in companies of similar size, market
capitalization and industry.

Compensation in Fiscal 1999

     Base Salary.  Base salaries for executive officers are determined annually
by reviewing three key areas, 1) the pay practices of companies of similar size,
market capitalization and industry 2) the skills and performance level of the
individual executive relative to targeted performance criteria and 3) actual
corporate performance.

     Incentive Bonus.  Akamai does not have an annual incentive plan for
executive officers. Cash bonuses are used on an exception basis to attract,
retain and motivate executives, primarily as a first year incentive. When cash
bonuses are employed the executives cash bonus is based on the achievement of
company specific performance measures and individual specific objectives and the
contribution of the executive to the overall success and achievements of the
company and its management team. For 1999, these bonuses were based on building
the organization and sales growth, including marketing accomplishments, the
successful execution of Akamai's initial public offering and other individual
objectives. Bonuses for executive officers for 1999 totaled $250,000. As
indicated in the Summary Compensation Table, Messrs. Ball, Galleher and Goodtree
received bonuses of $100,000, $50,000 and $100,000, respectively, in 1999.

     Long-Term Incentives.  The Compensation Committee believes that stock
options are an excellent long-term incentive for executives that aligns
executive and shareholder interests and assists in retention of key
                                        9
<PAGE>   13

officers and employees. Stock options granted under Akamai's stock option
program generally vest over four years. The Compensation Committee has and may
in the future determine to more closely link the vesting of stock options with
an executive's achievement of a particular objective. When determining stock
option awards, the Compensation Committee considers the executive's current
contributions to Akamai's performance, the anticipated contribution to meeting
Akamai's long-term strategic performance goals, their position with Akamai and
industry practice. The direct link between the value of a stock option to an
executive and an increase in the price of Akamai's stock makes stock option
awards a key method for aligning executive compensation with stockholder value.
During 1999, the Named Executive Officers received options to purchase an
aggregate of 1,320,000 shares of Common Stock at a weighted average exercise
price of $.94 per share, as indicated in the Option Grants During Fiscal Year
1999 table.

CHAIRMAN AND CHIEF EXECUTIVE OFFICER

     Mr. Conrades' base salary and long-term incentive compensation are
determined by the Compensation Committee without Mr. Conrades' participation,
based upon the same factors as those used by the Compensation Committee for
executives in general. Mr. Conrades' current annual base salary is $345,000 and,
upon his employment, he was granted 5,940,000 shares of restricted stock. Mr.
Conrades does not participate in a cash based incentive plan.

     Section 162(m) of the Internal Revenue Code of 1986, as amended, which we
refer to in this Proxy Statement as the Code, generally disallows a federal
income deduction to public companies for certain compensation over $1,000,000
paid to the company's chief executive officer and four other most highly
compensated executive officers. Qualifying performance-based compensation will
not be subject to the deduction limit if certain requirements are met. The
Compensation Committee intends to review the potential effects of Section 162(m)
periodically and intends to structure its stock option grants and certain other
equity-based awards in a manner that is intended to avoid disallowances under
Section 162(m) of the Code unless the Compensation Committee believes that such
compliance would not be in the best interests of Akamai or its stockholders.

                                          Compensation Committee

                                          Todd A. Dagres
                                          Terrance G. McGuire

COMPENSATION COMMITTEE INTERLOCKS AND INSIDER PARTICIPATION

     The current members of the Compensation Committee are Messrs. Dagres and
McGuire, each of whom served on the Compensation Committee of the Board of
Directors during 1999. During 1999, Mr. Scott also served on the Compensation
Committee from April 1999 to January 2000. Mr. Conrades, who served as Akamai's
Chief Executive Officer from April 1999 to December 1999, was also a member of
the Compensation Committee from April 1999 to April 2000. Otherwise, no member
of the Compensation Committee was at any time during 1999, or formerly, an
officer or employee of Akamai or any subsidiary of Akamai, and, except as
provided below, no member of the Compensation Committee had any relationship
with Akamai requiring disclosure under Item 404 of Regulation S-K under the
Exchange Act.

     No executive officer of Akamai has served as a director or member of the
Compensation Committee (or other committee serving an equivalent function) of
any other entity, one of whose executive officers served as a director of or
member of the Compensation Committee of Akamai.

                                       10
<PAGE>   14

COMPARATIVE STOCK PERFORMANCE

     The following graph compares the cumulative total return to stockholders of
Akamai's common stock for the period from October 29, 1999, the date Akamai's
common stock was first traded on the Nasdaq National Market, through February
29, 2000 with the cumulative total return over such period of

     - the Nasdaq Stock Market (U.S.) Index; and

     - the S&P Technology Sector Index.

     The graph assumes the investment of $100 in Akamai's common stock (at the
initial public offering price) and in each of such indices (and the reinvestment
of all dividends). The performance shown is not necessarily indicative of future
performance.

PERFORMANCE CHART

<TABLE>
<CAPTION>
                                                                               NASDAQ STOCK MARKET
                                                AKAMAI TECHNOLOGIES, INC.            (U.S.)               S&P TECHNOLOGY SECTOR
                                                -------------------------      -------------------        ---------------------
<S>                                             <C>                         <C>                         <C>
10/29/99                                                  100.00                     100.00                      100.00
11/99                                                     911.54                     111.68                      110.81
12/99                                                    1260.10                     136.67                      132.46
1/00                                                      958.17                     131.63                      122.51
2/00                                                     1004.81                     156.41                      138.54
</TABLE>

                                       11
<PAGE>   15

CERTAIN RELATIONSHIPS AND RELATED PARTY TRANSACTIONS

  Issuances Of Preferred Stock And 15% Senior Subordinated Notes

     Since Akamai's inception in August 1998, Akamai has issued and sold
preferred stock and 15% senior subordinated notes coupled with warrants to
purchase Akamai common stock at an exercise price of approximately $2.50 per
share to the following persons and entities who are Akamai's executive officers,
or directors or holders of 5% or more of Akamai's common stock. For more detail
on shares of Akamai stock held by these purchasers, see "Security Ownership of
Certain Beneficial Holders and Management."

<TABLE>
<CAPTION>
                                                                              WARRANTS TO
                                                                              PURCHASE THE
                                                                               FOLLOWING
                                       SERIES A    SERIES B     15% SENIOR     SHARES OF      AGGREGATE
                                       PREFERRED   PREFERRED   SUBORDINATED      COMMON       PURCHASE
                NAME                   STOCK(1)    STOCK(1)       NOTES          STOCK          PRICE
                ----                   ---------   ---------   ------------   ------------   -----------
<S>                                    <C>         <C>         <C>            <C>            <C>
Arthur H. Bilger(2)..................    32,894       9,610     $  100,000       13,350      $   494,779
Baker Communications Fund, L.P. .....        --     929,244     $7,000,000      934,668      $20,999,990
Battery Ventures IV, L.P.(3).........   513,165      63,056             --           --      $ 4,850,056
George H. Conrades(4)................    29,605       8,649     $   65,154        8,694      $   420,458
Earl P. Galleher III.................     3,289         961     $   48,333        6,450      $    87,808
Jonathan Seelig......................    14,473       4,228     $   31,852        4,248      $   205,546
Entities affiliated with Polaris
  Venture Management Co. II,
  L.L.C.(5)..........................   263,163     237,318     $1,000,000      133,524      $ 6,575,472
Paul Sagan...........................     6,578       1,922     $   14,477        1,932      $    93,427
</TABLE>

- ---------------
(1) Upon the closing of Akamai's initial public offering on November 3, 1999,
    each share of Akamai preferred stock automatically converted into shares of
    Akamai common stock.

(2) Excludes securities held by Baker Communications Fund, L.P., of which Mr.
    Bilger is a limited partner. Mr. Bilger is the managing member of the
    general partner of ADASE Partners, L.P. and the managing member of AT
    Investors LLC. Mr. Bilger's shares of Series A preferred stock represent
    holdings of ADASE Partners, L.P. in Akamai. Mr. Bilger's shares of Akamai
    common stock issued upon conversion of Series B convertible preferred stock
    and his notes and warrants are held by AT Investors LLC. Mr. Bilger
    disclaims beneficial ownership of the securities held by ADASE Partners,
    L.P. and AT Investors LLC except to the extent of his pecuniary interest in
    those entities.

(3) Includes 7,895 shares of Series A convertible preferred stock and 969 shares
    of Series B convertible preferred stock held by Battery Investment Partners
    IV, LLC, of which Battery Ventures IV, L.P. is a managing member.

(4) Excludes securities held by entities affiliated with Polaris Venture
    Management Co. II, L.L.C., of which Mr. Conrades is a general partner.

(5) Represents 257,119 shares of Series A convertible preferred stock, 231,687
    shares of Series B convertible preferred stock, 15% senior subordinated
    notes in the principal amount of $976,271 and 130,356 warrants held by
    Polaris Venture Partners II L.P. and 6,044 shares of Series A convertible
    preferred stock, 5,631 shares of Series B convertible preferred stock, 15%
    senior subordinated notes in the principal amount of $23,729 and 3,168
    warrants held by Polaris Venture Partners Founders Fund II L.P.

     Series A Financing.  On November 23, 1998, November 30, 1998 and December
14, 1998, Akamai issued an aggregate of 1,100,000 shares of Series A preferred
stock to 22 investors, including Arthur H. Bilger, Battery Ventures IV, L.P.,
Battery Investment Partners IV, LLC, George H. Conrades, Earl P. Galleher III,
Jonathan Seelig, Polaris Venture Partners II L.P., Polaris Venture Partners
Founders Fund II L.P. and Paul Sagan. The per share purchase price for the
Series A convertible preferred stock was $7.60.

     Series B Financing.  On April 16, 1999 and April 30, 1999, Akamai issued an
aggregate of 1,327,500 shares of Series B convertible preferred stock to 24
investors, including Arthur H. Bilger, Baker Communications Fund, L.P., Battery
Ventures IV, L.P., Battery Investment Partners IV, LLC, George H. Conrades,

                                       12
<PAGE>   16

Earl P. Galleher III, Jonathan Seelig, Polaris Venture Partners II L.P., Polaris
Venture Partners Founders Fund II L.P. and Paul Sagan. The per share purchase
price for the Series B convertible preferred stock was $15.07. As part of
Akamai's Series B financing, Akamai granted Baker Communications Fund, L.P. an
option to purchase up to 145,195 shares of its Series C convertible preferred
stock and an option to purchase 5% of the shares sold in the initial public
offering. In October 1999, Baker exercised both of these options.

     15% Senior Subordinated Note Financing.  On May 7, 1999, Akamai issued 15%
senior subordinated notes in the aggregate principal amount of $15,000,000
coupled with warrants to purchase an aggregate of 2,002,836 shares of Akamai
common stock for an exercise price of approximately $2.50 per share to 20
investors, including Arthur H. Bilger, Baker Communications Fund, L.P., George
H. Conrades, Earl P. Galleher III, Jonathan Seelig, Polaris Venture Partners II
L.P., Polaris Venture Partners Founders Fund II L.P. and Paul Sagan. The 15%
senior subordinated notes had a term of five years and an interest rate of 15%
per year, compounded annually. As of December 31, 1999, $2.8 million in
aggregate principal amount remained outstanding under the 15% senior
subordinated notes.

  Issuances Of Common stock

     The following table presents selected information regarding the issuances
of Akamai common stock to Akamai's executive officers and directors. Akamai
issued the shares of Akamai common stock set forth in the table below pursuant
to stock restriction agreements with each of the executive officers and
directors which give Akamai rights to repurchase all or a portion of the Akamai
common stock at their purchase price in the event that the person ceases to
provide services to Akamai before the date specified in their respective
agreements.

<TABLE>
<CAPTION>
                                                        DATE OF     NUMBER OF       AGGREGATE
                         NAME                           ISSUANCE      SHARES      PURCHASE PRICE
                         ----                           --------    ----------    --------------
<S>                                                     <C>         <C>           <C>
Robert O. Ball III....................................   7/23/99       250,000      $  625,000
Arthur H. Bilger......................................  11/19/98       594,000      $    8,250
                                                         3/26/99       600,000      $  200,000
George H. Conrades....................................   3/26/99     5,940,000      $1,980,000
Earl P. Galleher III..................................   3/15/99     1,260,000      $   52,500
F. Thomson Leighton...................................    9/2/98    11,391,750      $   63,288
Daniel M. Lewin.......................................    9/2/98    11,391,750      $   63,288
Paul Sagan............................................  10/28/98     2,383,200      $   33,100
                                                         5/18/99       600,000      $  500,000
Jonathan Seelig.......................................    9/2/98     2,376,000      $   13,200
Timothy Weller........................................   7/23/99     1,050,000      $2,625,000
</TABLE>

     Akamai agreed to the material terms of each of the Akamai preferred stock
issuances described above after arms'-length negotiations. All future
transactions, including loans between Akamai and its officers, directors,
principal stockholders and their affiliates will be approved by a majority of
the members of the Akamai's board of directors, including a majority of the
independent and disinterested directors on the Akamai's board of directors, and
will continue to be on terms no less favorable to Akamai than could be obtained
from unaffiliated third parties.

  Agreements With Executive Officers

     On March 26, 1999, in connection with the issuance of restricted Akamai
common stock, Akamai loaned $1,980,000 to George H. Conrades, its Chief
Executive Officer and Chairman of Akamai's board of directors. The loan bears
interest at a rate of 5.3% per year, compounded annually until paid in full. The
loan must be paid in full by March 26, 2009 or earlier to the extent of
proceeds, net of taxes, received by Mr. Conrades upon his sale of capital stock
of Akamai. On March 26, 1999, Akamai entered into a severance agreement with Mr.
Conrades. The severance agreement requires Akamai to pay Mr. Conrades a lump-sum
cash payment equal to 299% of his average annual salary and bonus for the most
recent three years if his employment is terminated by Akamai other than for
cause within two years following a change in control of Akamai. Under

                                       13
<PAGE>   17

the terms of Mr. Conrades' restricted stock grant, Akamai's right to repurchase
shares of unvested restricted stock will cease in the event of a change in
control of Akamai.

     On May 18, 1999, in connection with the issuance of restricted common
stock, Akamai loaned $500,000 to Paul Sagan, Akamai's President and Chief
Operating Officer. The loan bears interest at a rate of 5.3% per year,
compounded annually until paid in full. The loan must be paid in full by May 18,
2009 or earlier to the extent of proceeds, net of taxes, received by Mr. Sagan
upon his sale of capital stock of Akamai. Under the terms of Mr. Sagan's
restricted stock grant, Akamai's right to repurchase shares of unvested
restricted stock will cease in the event of a change in control of Akamai.

     On July 23, 1999, in connection with the issuance of restricted common
stock, Akamai loaned $623,750 to Robert O. Ball III, Akamai's Vice President,
General Counsel and Secretary. The loan bears interest at a rate of 6.1% per
year, compounded annually until paid in full. The loan must be paid in full by
July 23, 2009 or earlier to the extent of proceeds, net of taxes, received by
Mr. Ball upon his sale of capital stock of Akamai. Under the terms of Mr. Ball's
restricted stock grant, Akamai's right to repurchase shares of unvested
restricted stock will cease in the event of a change in control of Akamai.

     On July 23, 1999, in connection with the issuance of restricted common
stock, Akamai loaned $2,619,750 to Timothy Weller, Akamai's Chief Financial
Officer and Treasurer. The loan bears interest at a rate of 6.1% per year,
compounded annually until paid in full. The loan must be paid in full by July
23, 2009 or earlier to the extent of proceeds, net of taxes, received by Mr.
Weller upon his sale of capital stock of Akamai. Under the terms of Mr. Weller's
restricted stock grant, Akamai's right to repurchase shares of unvested
restricted stock will cease in the event of a change in control of Akamai. In
addition, if Mr. Weller's employment is terminated by Akamai other than for
cause or by Mr. Weller for good reason (as defined in Mr. Weller's restricted
stock agreement), all of Mr. Weller's unvested restricted stock will vest.

     Akamai and Earl P. Galleher III, Vice President of Worldwide Sales and
Support, entered into a letter agreement dated March 4, 1999. The letter
agreement provides that if Akamia is sold then Mr. Galleher's restricted stock
shall become fully vested. The letter agreement also provides that if Akamai
terminates the employment of Mr. Galleher without cause after March 4, 2000 and
prior to March 4, 2001, then Mr. Galleher will receive a one-time payment equal
to his then-current annualized base salary and he will receive an additional
year of vesting of his restricted stock. The letter agreement further provides
that if Akamai terminates the employment of Mr. Galleher after March 4, 2001 and
prior to March 4, 2002, then Mr. Galleher will receive a one-time payment equal
to one-half of his then-current annualized base salary and he will receive an
additional year of vesting of his restricted stock.

                          APPROVAL OF AMENDMENT TO THE
               AMENDED AND RESTATED CERTIFICATE OF INCORPORATION

     On January 18, 2000, Akamai's board of directors adopted, subject to
stockholder approval, an amendment to the Amended and Restated Certificate of
Incorporation increasing the number of shares of common stock authorized for
issuance by Akamai from 300,000,000 shares to 700,000,000 shares. We refer to
this proposed amendment as the charter amendment.

     If the charter amendment is approved, the additional authorized shares of
common stock would be available for issuance in the future for corporate
purposes, including without limitation, stock splits, stock dividends,
financings, acquisitions, and management incentive and employee benefit plans,
as Akamai's board of directors may deem advisable, without the necessity of
further stockholder action. The issuance of additional shares of common stock,
while providing desirable flexibility in connection with possible acquisitions
and other corporate purposes, would have the effect of diluting Akamai's current
stockholders and could have the effect of making it more difficult for a third
party to acquire, or of discouraging a third party from attempting to acquire,
control of Akamai. Other than in connection with its existing stock option
plans, upon conversion of the outstanding debenture and upon sale of shares
purchased pursuant to employee stock purchase plans, Akamai has no present
intentions or plans to issue any shares of common stock.

                                       14
<PAGE>   18

BOARD RECOMMENDATION

     AKAMAI'S BOARD OF DIRECTORS BELIEVES THAT THE APPROVAL OF THE AMENDMENT TO
AKAMAI'S AMENDED AND RESTATED CERTIFICATE OF INCORPORATION IS IN THE BEST
INTERESTS OF AKAMAI AND ITS STOCKHOLDERS AND THEREFORE IT RECOMMENDS A VOTE FOR
THIS PROPOSAL.

     APPROVAL OF CONTINUANCE AND AMENDMENT OF AKAMAI'S STOCK INCENTIVE PLAN

OVERVIEW

     In the opinion of Akamai's board of directors, the future success of Akamai
depends, in large part, on its ability to maintain a competitive position in
attracting, retaining and motivating key employees with experience and ability.
Under Akamai's Stock Incentive Plan, Akamai is currently authorized to grant
options to purchase up to an aggregate of 28,755,600 shares of common stock to
its officers, directors, employees and consultants. As of March 31, 2000, there
were 439,250 shares available for future grant under the Stock Incentive Plan.
Accordingly, as of April 9, 2000, Akamai's board of directors adopted an
amendment to the Stock Incentive Plan, that increased from 28,755,600 to
37,755,600 the number of shares of common stock available for issuance upon
exercise of options granted under the Stock Incentive Plan (subject to
adjustment for certain changes in Akamai's capitalization). We refer to this
amendment to the Stock Incentive Plan as the Stock Incentive Plan Amendment.

     Section 162(m) of the Code generally disallows a deduction for compensation
in excess of $1,000,000 paid by a public company to the company's chief
executive officer and its four other most highly compensated executive officers.
Certain performance-based compensation is excluded from this limitation. In
particular, income recognized upon the exercise of stock options generally is
not subject to this limitation if the options or awards were issued under a plan
approved by stockholders that provides for, among other things, a limit to the
number of shares that may be issued under the plan to any individual. In order
for awards granted under the Stock Incentive Plan to comply with Section 162(m)
of the Code after the Annual Meeting, the continuance and amendment of the Stock
Incentive Plan must be approved by the stockholders. If the stockholders do not
vote to continue and amend the Stock Incentive Plan, then Akamai will not make
any further awards under the Stock Incentive Plan. However, any awards
previously granted under the Stock Incentive Plan will remain outstanding
regardless of whether the stockholders approve the continuance and amendment of
the Stock Incentive Plan, except that options that were intended to qualify
under Section 422 of the Code will no longer qualify as such, but will be
treated as nonstatutory stock options.

SUMMARY OF THE AKAMAI'S STOCK INCENTIVE PLAN

     The following summary of the Stock Incentive Plan is qualified in its
entirety by reference to the Stock Incentive Plan, a copy of which is attached
as Appendix B to the electronic copy of this Proxy Statement filed with the
Commission and may be accessed from the Commission's home page (www.sec.gov). In
addition, a copy of the Stock Incentive Plan may be obtained by making a written
request to the General Counsel of Akamai.

  Description of Awards.

     The Stock Incentive Plan provides for the grant of incentive stock options
intended to qualify under Section 422 of the Code, nonstatutory stock options,
restricted stock awards and other stock-based awards, including the grant of
shares based upon certain conditions, the grant of securities convertible into
common stock and the grant of stock appreciation rights (collectively, the
"Awards").

     Incentive Stock Options and Nonstatutory Stock Options.  Optionees receive
the right to purchase a specified number of shares of common stock at a
specified option price and subject to such other terms and conditions as are
specified in connection with the option grant. Options may be granted at an
exercise price which may be less than, equal to or greater than the fair market
value of the common stock on the date of grant. Under current law, however,
incentive stock options and options intended to qualify as performance-

                                       15
<PAGE>   19

based compensation under Section 162(m) of the Code may not be granted at an
exercise price less than the fair market value of the common stock on the date
of grant (or less than 110% of the fair market value in the case of incentive
stock options granted to optionees holding more than 10% of the voting power of
Akamai or any of its subsidiaries). The Stock Incentive Plan permits the Board
to determine the manner of payment of the exercise price of options, including
through payment by cash, check or in connection with a "cashless exercise"
through a broker, by surrender to Akamai of shares of common stock, by delivery
to Akamai of a promissory note, or by any other lawful means.

     Restricted Stock Awards.  Restricted stock awards entitle recipients to
acquire shares of common stock, subject to Akamai's right to repurchase all or
part of such shares from the recipient in the event that the conditions
specified in the applicable Award are not satisfied prior to the end of the
applicable restriction period established for such Award.

     Other Stock-Based Awards.  Under the Stock Incentive Plan, Akamai's board
of directors has the right to grant other Awards based upon the common stock
having such terms and conditions as Akamai's board of directors may determine,
including the grant of shares based upon certain conditions, the grant of
securities convertible into common stock and the grant of stock appreciation
rights.

  Eligibility to Receive Awards

     Officers, employees, directors, consultants and advisors of Akamai and its
subsidiaries are eligible to be granted Awards under the Stock Incentive Plan.
Under current law, however, incentive stock options may only be granted to
employees. The maximum number of shares with respect to which an Award may be
granted to any participant under the Stock Incentive Plan may not exceed
9,098,434 shares per calendar year.

     As of March 31, 2000, approximately 542 persons were eligible to receive
Awards under the Stock Incentive Plan, including Akamai's executive officers and
non-employee directors. The granting of Awards under the Stock Incentive Plan is
discretionary, and Akamai cannot now determine the number or type of Awards to
be granted in the future to any particular person or group.

     On March 31, 2000, the last reported sale price of Akamai's common stock on
the Nasdaq National Market was $160 13/16.

  Administration

     The Compensation Committee of Akamai's board of directors administers the
Stock Incentive Plan. The Compensation Committee with the assistance of
management selects the recipients of awards and determines:

     - the number of shares of common stock covered by options and the dates
       upon which such options become exercisable;

     - the exercise price of options;

     - the duration of options; and

     - the number of shares of common stock subject to any restricted stock or
       other stock-based awards and the terms and conditions for repurchase,
       issue price and repurchase price.

     In the event of a merger or other acquisition event, Akamai's board of
directors is authorized to provide for outstanding awards to be assumed or
substituted for by the acquiror. If the acquiror does not assume or substitute
for outstanding awards, Akamai's board of directors may provide that all
unexercised options will become exercisable in full prior to the completion of
such event and that these options will terminate upon the completion of the
event if not previously exercised. In addition, immediately prior to the
consummation of an acquisition event, the vesting schedule of each outstanding
option and stock-based award will be accelerated.

  Amendment or Termination

     No Award may be made under the Stock Incentive Plan after August 19, 2008
but Awards previously granted may extend beyond that date. The Board of
Directors may at any time amend, suspend or terminate
                                       16
<PAGE>   20

the Stock Incentive Plan, except that, after the date of such amendment, no
Award intended to comply with Section 162(m) of the Code shall become
exercisable, realizable or vested unless and until such amendment shall have
been approved by Akamai's stockholders.

FEDERAL INCOME TAX CONSEQUENCES

     The following is a summary of the United States federal income tax
consequences that generally will arise with respect to Awards granted under the
Stock Incentive Plan and with respect to the sale of common stock acquired under
the Stock Incentive Plan.

     Incentive Stock Options.  In general, a participant will not recognize
taxable income upon the grant or exercise of an incentive stock option. Instead,
a participant will recognize taxable income with respect to an incentive stock
option only upon the sale of common stock acquired through the exercise of the
option ("ISO Stock"). The exercise of an incentive stock option, however, may
subject the participant to the alternative minimum tax.

     Generally, the tax consequences of selling ISO Stock will vary with the
length of time that the participant has owned the ISO Stock at the time it is
sold. If the participant sells ISO Stock after having owned it for at least two
years from the date the option was granted (the "Grant Date") and one year from
the date the option was exercised (the "Exercise Date"), then the participant
will recognize long-term capital gain in an amount equal to the excess of the
sale price of the ISO Stock over the exercise price.

     If the participant sells ISO Stock for more than the exercise price prior
to having owned it for at least two years from the Grant Date and one year from
the Exercise Date (a "Disqualifying Disposition"), then all or a portion of the
gain recognized by the participant will be ordinary compensation income and the
remaining gain, if any, will be a capital gain. This capital gain will be a
long-term capital gain if the participant has held the ISO Stock for more than
one year prior to the date of sale.

     If a participant sells ISO Stock for less than the exercise price, then the
participant will recognize capital loss in an amount equal to the excess of the
exercise price over the sale price of the ISO Stock. This capital loss will be a
long-term capital loss if the participant has held the ISO Stock for more than
one year prior to the date of sale.

     Nonstatutory Stock Options.  As in the case of an incentive stock option, a
participant will not recognize taxable income upon the grant of a nonstatutory
stock option. Unlike the case of an incentive stock option, however, a
participant who exercises a nonstatutory stock option generally will recognize
ordinary compensation income in an amount equal to the excess of the fair market
value of the common stock acquired through the exercise of the option ("NSO
Stock") on the Exercise Date over the exercise price.

     With respect to any NSO Stock, a participant will have a tax basis equal to
the exercise price plus any income recognized upon the exercise of the option.
Upon selling NSO Stock, a participant generally will recognize capital gain or
loss in an amount equal to the difference between the sale price of the NSO
Stock and the participant's tax basis in the NSO Stock. This capital gain or
loss will be a long-term capital gain or loss if the participant has held the
NSO Stock for more than one year prior to the date of the sale.

     Restricted Stock.  A participant will not recognize taxable income upon the
grant of a restricted stock Award unless the participant makes an election under
Section 83(b) of the Code (a "Section 83(b) Election"). If the participant makes
a Section 83(b) Election within 30 days of the date of the grant, then the
participant will recognize ordinary compensation income, for the year in which
the Award is granted, in an amount equal to the difference between the fair
market value of the common stock at the time the Award is granted and the
purchase price paid for the common stock. If a Section 83(b) Election is not
made, then the participant will recognize ordinary compensation income, at the
time that the forfeiture provisions or restrictions on transfer lapse, in an
amount equal to the difference between the fair market value of the common stock
at the time of such lapse and the original purchase price paid for the common
stock. The participant will have a tax basis in the common stock acquired equal
to the sum of the price paid and the amount of ordinary compensation income
recognized.

                                       17
<PAGE>   21

     Upon the disposition of the common stock acquired pursuant to a restricted
stock Award, the participant will recognize a capital gain or loss in an amount
equal to the difference between the sale price of the common stock and the
participant's tax basis in the common stock. This capital gain or loss will be a
long-term capital gain or loss if the shares are held for more than one year.
For this purpose, the holding period shall begin just after the date on which
the forfeiture provisions or restrictions lapse if a Section 83(b) Election is
not made, or just after the Award is granted if a Section 83(b) Election is
made.

     Other Stock-Based Awards.  The tax consequences associated with any other
stock-based award granted under the Stock Incentive Plan will vary depending on
the specific terms of the Award. Among the relevant factors are whether or not
the Award has a readily ascertainable fair market value, whether or not the
Award is subject to forfeiture provisions or restrictions on transfer, the
nature of the property to be received by the participant under the Award, and
the participant's holding period and tax basis for the Award or underlying
common stock.

     Tax Consequences to Akamai.  The grant of an Award under the Stock
Incentive Plan will have no tax consequences to Akamai. Moreover, in general,
neither the exercise of an incentive stock option nor the sale of any common
stock acquired under the Stock Incentive Plan will have any tax consequences to
Akamai. Akamai generally will be entitled to a business-expense deduction,
however, with respect to any ordinary compensation income recognized by a
participant under the Stock Incentive Plan, including in connection with a
restricted stock award or as a result of the exercise of a nonstatutory stock
option or a Disqualifying Disposition. Any such deduction will be subject to the
limitations of Section 162(m) of the Code.

BOARD RECOMMENDATION

     AKAMAI'S BOARD OF DIRECTORS BELIEVES THAT THE STOCK INCENTIVE PLAN
AMENDMENT IS IN THE BEST INTERESTS OF AKAMAI AND ITS STOCKHOLDERS AND THEREFORE
RECOMMENDS THAT THE STOCKHOLDERS VOTE FOR THIS PROPOSAL.

               RATIFICATION OF SELECTION OF INDEPENDENT AUDITORS

     Akamai's board of directors has selected PricewaterhouseCoopers LLP,
independent auditors, to audit Akamai's financial statements for the year ending
December 31, 2000. PricewaterhouseCoopers LLP has audited the financial
statements of Akamai for each fiscal year since Akamai's inception. The
affirmative vote of holders of a majority of the shares of common stock
represented at the meeting is necessary to appoint PricewaterhouseCoopers LLP as
Akamai's independent auditors and Akamai's board of directors recommends that
the stockholders vote FOR confirmation of such selection. In the event of a
negative vote, the Board of Directors will reconsider its selection.
Representatives of PricewaterhouseCoopers LLP are expected to be present at the
Annual Meeting with the opportunity to make a statement if they desire to do so,
and are expected to be available to respond to appropriate questions.

BOARD RECOMMENDATION

     AKAMAI'S BOARD OF DIRECTORS BELIEVES THAT THE SELECTION OF
PRICEWATERHOUSECOOPERS LLP AS INDEPENDENT AUDITORS FOR THE YEAR ENDING DECEMBER
31, 2000 IS IN THE BEST INTERESTS OF AKAMAI AND ITS STOCKHOLDERS AND THEREFORE
RECOMMENDS THAT THE STOCKHOLDERS VOTE FOR THIS PROPOSAL.

                                 OTHER MATTERS

     Akamai's board of directors does not know of any other matters which may
come before the meeting. However, if any other matters are properly presented to
the meeting, it is the intention of the persons named in the accompanying proxy
to vote, or otherwise act, in accordance with their judgment on such matters.

     All costs of solicitation of proxies will be borne by Akamai. In addition
to solicitations by mail, Akamai's board of directors, officers and regular
employees, without additional remuneration, may solicit proxies by telephone,
telegraph and personal interviews. Brokers, custodians and fiduciaries will be
requested to forward proxy

                                       18
<PAGE>   22

soliciting material to the owners of stock held in their names, and Akamai will
reimburse them for their reasonable out-of-pocket expenses incurred in
connection with the distribution of proxy materials.

DEADLINE FOR SUBMISSION OF STOCKHOLDER PROPOSALS FOR THE 2001 ANNUAL MEETING

     Proposals of stockholders intended to be presented at the 2001 Annual
Meeting pursuant to Rule 14a-8 promulgated under the Securities Exchange Act of
1934, as amended, must be received by Akamai no later than December 23, 2000 in
order that they may be included in the proxy statement and form of proxy
relating to that meeting.

     In addition, Akamai's by-laws require that Akamai be given advance notice
of stockholder nominations for election to Akamai's board of directors and of
other business which stockholders wish to present for action at an Annual
Meeting of Stockholders (other than matters included in Akamai's proxy statement
in accordance with Rule 14a-8). The required notice must be delivered by the
stockholder and received by the secretary at the principal executive offices of
Akamai (a) no earlier than 90 days before and no later than 70 days before the
first anniversary of the preceding year's Annual Meeting, or (b) if the date of
the Annual Meeting is advanced by more than 20 days or delayed by more than 70
days from the first anniversary date, (i) no earlier than 90 days before the
Annual Meeting and (ii) no later than 70 days before the Annual Meeting or ten
days after the day notice of the Annual Meeting was mailed or publicly
disclosed, whichever occurs first.

     AKAMAI'S BOARD OF DIRECTORS ENCOURAGES STOCKHOLDERS TO ATTEND THE MEETING.
WHETHER OR NOT YOU PLAN TO ATTEND, YOU ARE URGED TO COMPLETE, DATE, SIGN AND
RETURN THE ENCLOSED PROXY IN THE ACCOMPANYING ENVELOPE. A PROMPT RESPONSE WILL
GREATLY FACILITATE ARRANGEMENTS FOR THE MEETING AND YOUR COOPERATION WILL BE
APPRECIATED. STOCKHOLDERS WHO ATTEND THIS MEETING MAY VOTE THEIR STOCK
PERSONALLY EVEN THOUGH THEY HAVE SENT IN THEIR PROXIES.

                                          By order of the Board of Directors,

                                          /s/ Robert O. Ball III

                                          ROBERT O. BALL III
                                          Vice President, General Counsel
                                          and Secretary

April 24, 2000

                                       19
<PAGE>   23

                                                                    AKAM-PS-2000
<PAGE>   24

                                                                      APPENDIX A

                           AKAMAI TECHNOLOGIES, INC.
                   PROXY SOLICITED BY THE BOARD OF DIRECTORS

                 ANNUAL MEETING OF STOCKHOLDERS -- MAY 24, 2000

    Those signing on the reverse side, revoking any prior proxies, hereby
appoint(s) George H. Conrades, Paul Sagan and Robert O. Ball III or each of
them with full power of substitution, as proxies for those signing on the
reverse side to act and vote at the 2000 Annual Meeting of Stockholders of
Akamai Technologies, Inc. and at any adjournments thereof as indicated upon all
matters referred to on the reverse side and described in the Proxy Statement for
the Meeting, and, in their discretion, upon any other matters which may properly
come before the Meeting.

    THIS PROXY WHEN PROPERLY EXECUTED WILL BE VOTED IN THE MANNER DIRECTED BY
THE UNDERSIGNED STOCKHOLDER(S). IF NO OTHER INDICATION IS MADE, THE PROXIES
SHALL VOTE "FOR" PROPOSALS 1, 2, 3 AND 4.

                    PLEASE VOTE, DATE AND SIGN ON OTHER SIDE
                    AND RETURN PROMPTLY IN ENCLOSED ENVELOPE


HAS YOUR ADDRESS CHANGED?                 DO YOU HAVE ANY COMMENTS?

- -------------------------------           --------------------------------------

- -------------------------------           --------------------------------------

- -------------------------------           --------------------------------------
<PAGE>   25

[X] Please mark votes as in this example.

    A VOTE FOR THE DIRECTOR NOMINEES AND FOR PROPOSAL NUMBERS 2, 3 AND 4 IS
RECOMMENDED BY THE BOARD OF DIRECTORS.

1. Election of Class I Directors

   Nominees: George H. Conrades, Terrance G. McGuire

   [ ] FOR BOTH NOMINEES (EXCEPT AS INDICATED TO THE CONTRARY)

   [ ] WITHHELD FROM BOTH NOMINEES


INSTRUCTIONS: TO WITHHOLD AUTHORITY TO VOTE FOR EITHER NOMINEE STRIKE A LINE
THROUGH SUCH NOMINEE'S NAME. YOUR SHARES WILL BE VOTED FOR THE REMAINING
NOMINEE.

2. Approval of amendment to Akamai's Amended Restated Certificate of
   Incorporation increasing from 300,000,000 shares to 700,000,000 shares the
   number of authorized shares of common stock.

        [ ] FOR              [ ] AGAINST          [ ] ABSTAIN

3. Approval of the continuance of and amendment to the Second Amended and
   Restated 1998 Stock Incentive Plan.

        [ ] FOR              [ ] AGAINST          [ ] ABSTAIN

4. Approval of the selection of PricewaterhouseCoopers LLP as independent
   auditors for the fiscal year ending December 31, 2000.

        [ ] FOR              [ ] AGAINST          [ ] ABSTAIN

To transact such other business as may properly come before the meeting.


MARK HERE FOR ADDRESS CHANGE OR COMMENTS AND NOTE ON REVERSE [ ]

Please sign this proxy exactly as your name appears hereon. Joint owners should
each sign personally. Trustees and other fiduciaries should indicate the
capacity in which they sign. If a corporation or partnership, this signature
should be that of an authorized officer who should state his or her title.


Signature: ____________ Date: ________ Signature: _____________ Date: __________
<PAGE>   26
                                                                      APPENDIX B

                                  AMENDMENT TO

              SECOND AMENDED AND RESTATED 1998 STOCK INCENTIVE PLAN

                                       OF

                            AKAMAI TECHNOLOGIES, INC.

         The Second Amended and Restated 1998 Stock Incentive Plan (the "Plan")
be and hereby is amended by deleting the first sentence of Section 4(a) thereof
in its entirety and inserting in lieu thereof the following:

         "Subject to adjustment under Section 8, Awards may be made under the
Plan for up to 37,755,600 shares of common stock, $.01 par value per share, of
the Company (the "Common Stock")."

Adopted by the Board of Directors on April 9, 2000.
Approved by the Stockholders on May __, 2000.


                                       B-1
<PAGE>   27


                            AKAMAI TECHNOLOGIES, INC.

                           Second Amended and Restated
                            1998 STOCK INCENTIVE PLAN

1.       PURPOSE

The purpose of this Amended and Restated 1998 Stock Incentive Plan (the "Plan")
of Akamai Technologies, Inc., a Delaware corporation (the "Company"), is to
advance the interests of the Company's stockholders by enhancing the Company's
ability to attract, retain and motivate persons who make (or are expected to
make) important contributions to the Company by providing such persons with
equity ownership opportunities and performance-based incentives and thereby
better aligning the interests of such persons with those of the Company's
stockholders. Except where the context otherwise requires, the term "Company"
shall include any of the Company's present or future subsidiary corporations of
as defined in Section 424(f) of the Internal Revenue Code of 1986, as amended,
and any regulations promulgated thereunder (the "Code").

2.       ELIGIBILITY

All of the Company's employees, officers, directors, consultants and advisors
(and any individuals who have accepted an offer for employment) are eligible to
be granted options, restricted stock awards, or other stock-based awards (each,
an "Award") under the Plan. Each person who has been granted an Award under the
Plan shall be deemed a "Participant".

3.       ADMINISTRATION, DELEGATION

         (a) Administration by Board of Directors. The Plan will be administered
by the Board of Directors of the Company (the "Board"). The Board shall have
authority to grant Awards and to adopt, amend and repeal such administrative
rules, guidelines and practices relating to the Plan as it shall deem advisable.
The Board may correct any defect, supply any omission or reconcile any
inconsistency in the Plan or any Award in the manner and to the extent it shall
deem expedient to carry the Plan into effect and it shall be the sole and final
judge of such expediency. All decisions by the Board shall be made in the
Board's sole discretion and shall be final and binding on all persons having or
claiming any interest in the Plan or in any Award. No director or person acting
pursuant to the authority delegated by the Board shall be liable for any action
or determination relating to or under the Plan made in good faith.

         (b) DELEGATION TO EXECUTIVE OFFICERS. To the extent permitted by
applicable law, the Board may delegate to one or more executive officers of the
Company the power to make Awards and exercise such other powers under the Plan
as the Board may determine, provided that the Board shall fix the maximum number
of shares subject to Awards and the maximum number of shares for any one
Participant to be made by such executive officers.

         (c) APPOINTMENT OF COMMITTEES. To the extent permitted by applicable
law, the Board may delegate any or all of its powers under the Plan to one or
more committees or subcommittees of the Board (a "Committee"). All references in
the Plan to the "Board" shall mean the Board or a Committee of the Board or the
executive officer referred to in Section 3(b)

                                      B-2
<PAGE>   28


to the extent that the Board's powers or authority under the Plan have been
delegated to such Committee or executive officer.

4.       STOCK AVAILABLE FOR AWARDS

         (a) NUMBER OF SHARES. Subject to adjustment under Section 8, Awards may
be made under the Plan for up to 11,377,800 shares of common stock, $0.01 par
value per share, of the Company (the "Common Stock"). If any Award expires or is
terminated, surrendered or canceled without having been fully exercised or is
forfeited in whole or in part or results in any Common Stock not being issued,
the unused Common Stock covered by such Award shall again be available for the
grant of Awards under the Plan, subject, however, in the case of Incentive Stock
Options (as hereinafter defined), to any limitation required under the Code.
Shares issued under the Plan may consist in whole or in part of authorized but
unissued shares or treasury shares.

         (b) PER-PARTICIPANT LIMIT. Subject to adjustment under Section 8, for
Awards granted after the Common Stock is registered under the Securities
Exchange Act of 1934 (the "Exchange Act"), the maximum number of shares of
Common Stock with respect to which an Award may be granted to any Participant
under the Plan shall be 3,600,000 per calendar year. The per-Participant limit
described in this Section 4(b) shall be construed and applied consistently with
Section 162(m) of the Code.

5.       STOCK OPTIONS

         (a) GENERAL. The Board may grant options to purchase Common Stock
(each, an "Option") and determine the number of shares of Common Stock to be
covered by each Option, the exercise price of each Option and the conditions and
limitations applicable to the exercise of each Option, including conditions
relating to applicable federal or state securities laws, as it considers
necessary or advisable. An Option which is not intended to be an Incentive Stock
Option (as hereinafter defined) shall be designated a "Nonstatutory Stock
Option".

         (b) INCENTIVE STOCK OPTIONS. An Option that the Board intends to be an
"incentive stock option" as defined in Section 422 of the Code (an "Incentive
Stock Option") shall only be granted to employees of the Company and shall be
subject to and shall be construed consistently with the requirements of Section
422 of the Code. The Company shall have no liability to a Participant, or any
other party, if an Option (or any part thereof) which is intended to be an
Incentive Stock Option is not an Incentive Stock Option.

         (c) EXERCISE PRICE. The Board shall establish the exercise price at the
time each Option is granted and specify it in the applicable option agreement.

         (d) DURATION OF OPTIONS. Each Option shall be exercisable at such times
and subject to such terms and conditions as the Board may specify in the
applicable option agreement.

         (e) EXERCISE OF OPTION. Options may be exercised by delivery to the
Company of a written notice of exercise signed by the proper person or by any
other form of notice (including electronic notice) approved by the Board
together with payment in full as specified in Section 5(f) for the number of
shares for which the Option is exercised.

                                      B-3
<PAGE>   29

         (f) PAYMENT UPON EXERCISE. Common Stock purchased upon the exercise of
an Option granted under the Plan shall be paid for as follows:

                  (1) in cash or by check, payable to the order of the Company;

                  (2) except as the Board may, in its sole discretion, otherwise
         provide in an option agreement, by (i) delivery of an irrevocable and
         unconditional undertaking by a creditworthy broker to deliver promptly
         to the Company sufficient funds to pay the exercise price or (ii)
         delivery by the Participant to the Company of a copy of irrevocable and
         unconditional instructions to a creditworthy broker to deliver promptly
         to the Company cash or a check sufficient to pay the exercise price;

                  (3) when the Common Stock is registered under the Exchange
         Act, by delivery of shares of Common Stock owned by the Participant
         valued at their fair market value as determined by (or in a manner
         approved by) the Board in good faith ("Fair Market Value"), which
         Common Stock was owned by the Participant at least six months prior to
         such delivery;

                  (4) to the extent permitted by the Board, in its sole
         discretion by (i) delivery of a promissory note of the Participant to
         the Company on terms determined by the Board, or (ii) payment of such
         other lawful consideration as the Board may determine; or

                  (5) by any combination of the above permitted forms of
         payment.

6.       RESTRICTED STOCK

         (a) Grants. The Board may grant Awards entitling recipients to acquire
shares of Common Stock, subject to the right of the Company to repurchase all or
part of such shares at their issue price or other stated or formula price (or to
require forfeiture of such shares if issued at no cost) from the recipient in
the event that conditions specified by the Board in the applicable Award are not
satisfied prior to the end of the applicable restriction period or periods
established by the Board for such Award (each, a "Restricted Stock Award").

         (b) TERMS AND CONDITIONS. The Board shall determine the terms and
conditions of any such Restricted Stock Award, including the conditions for
repurchase (or forfeiture) and the issue price, if any. Any stock certificates
issued in respect of a Restricted Stock Award shall be registered in the name of
the Participant and, unless otherwise determined by the Board, deposited by the
Participant, together with a stock power endorsed in blank, with the Company (or
its designee). At the expiration of the applicable restriction periods, the
Company (or such designee) shall deliver the certificates no longer subject to
such restrictions to the Participant or if the Participant has died, to the
beneficiary designated, in a manner determined by the Board, by a Participant to
receive amounts due or exercise rights of the Participant in the event of the
Participant's death (the "Designated Beneficiary"). In the absence of an
effective designation by a Participant, Designated Beneficiary shall mean the
Participant's estate.

                                      B-4
<PAGE>   30

7.       OTHER STOCK-BASED AWARDS

The Board shall have the right to grant other Awards based upon the Common Stock
having such terms and conditions as the Board may determine, including the grant
of shares based upon certain conditions, the grant of securities convertible
into Common Stock and the grant of stock appreciation rights.

8.       ADJUSTMENTS FOR CHANGES IN COMMON STOCK AND CERTAIN OTHER EVENTS

         (a) CHANGES IN CAPITALIZATION. In the event of any stock split, reverse
stock split, stock dividend, recapitalization, combination of shares,
reclassification of shares, spin-off or other similar change in capitalization
or event, or any distribution to holders of Common Stock other than a normal
cash dividend, (i) the number and class of securities available under this Plan,
(ii) the per-Participant limit set forth in Section 4(b), (iii) the number and
class of securities and exercise price per share subject to each outstanding
Option, (iv) the repurchase price per share subject to each outstanding
Restricted Stock Award, and (v) the terms of each other outstanding Award shall
be appropriately adjusted by the Company (or substituted Awards may be made, if
applicable) to the extent the Board shall determine, in good faith, that such an
adjustment (or substitution) is necessary and appropriate. If this Section 8(a)
applies and Section 8(c) also applies to any event, Section 8(c) shall be
applicable to such event, and this Section 8(a) shall not be applicable.

         (b) LIQUIDATION OR DISSOLUTION. In the event of a proposed liquidation
or dissolution of the Company, the Board shall upon written notice to the
Participants provide that all then unexercised Options will (i) become
exercisable in full as of a specified time at least 10 business days prior to
the effective date of such liquidation or dissolution and (ii) terminate
effective upon such liquidation or dissolution, except to the extent exercised
before such effective date. The Board may specify the effect of a liquidation or
dissolution on any Restricted Stock Award or other Award granted under the Plan
at the time of the grant of such Award.

         (c) Acquisition and Change in Control Events

                 (1)  Definitions

                 (a)  An "Acquisition Event" shall mean:

                      (i)   any merger or consolidation of the Company
                            with or into another entity as a result of
                            which the Common Stock is converted into or
                            exchanged for the right to receive cash,
                            securities or other property; or

                      (ii)  any exchange of shares of the Company for
                            cash, securities or other property pursuant
                            to a statutory share exchange transaction.

                 (b)  A "Change in Control Event" shall mean:

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                      (i)   any merger or consolidation which results in the
                            voting securities of the Company outstanding
                            immediately prior thereto representing immediately
                            thereafter (either by remaining outstanding or by
                            being converted into voting securities of the
                            surviving or acquiring entity) less than 50% of the
                            combined voting power of the voting securities of
                            the Company or such surviving or acquiring entity
                            outstanding immediately after such merger or
                            consolidation;

                      (ii)  the acquisition by an individual, entity or group
                            (within the meaning of Section 13(d)(3) or 14(d)(2)
                            of the Exchange Act) (a "Person") of beneficial
                            ownership of any capital stock of the Company if,
                            after such acquisition, such Person beneficially
                            owns (within the meaning of Rule 13d-3 promulgated
                            under the Exchange Act) 50% or more of either (A)
                            the then-outstanding shares of Common Stock of the
                            Company (the "Outstanding Company Common Stock") or
                            (B) the combined voting power of the
                            then-outstanding voting securities of the Company
                            entitled to vote generally in the election of
                            directors (the "Outstanding Company Voting
                            Securities"); PROVIDED, however, that for purposes
                            of this subsection (ii), the following acquisitions
                            shall not constitute a Sale: (A) any acquisition
                            directly from the Company, (B) any acquisition by
                            the Company, (C) any acquisition by any employee
                            benefit plan (or related trust) sponsored or
                            maintained by the Company or any corporation
                            controlled by the Company, or (D) any acquisition by
                            any corporation pursuant to a transaction which
                            results in all or substantially all of the
                            individuals and entities who were the beneficial
                            owners of the Outstanding Company Common Stock and
                            Outstanding Company Voting Securities immediately
                            prior to such transaction beneficially own, directly
                            or indirectly, more than 50% of the then-outstanding
                            shares of common stock and the combined voting power
                            of the then-outstanding voting securities entitled
                            to vote generally in the election of directors,
                            respectively, of the resulting or acquiring
                            corporation in such transaction (which shall
                            include, without limitation, a corporation which as
                            a result of such transaction owns the Company or
                            substantially all of the Company's assets either
                            directly or through one or more subsidiaries) in
                            substantially the same proportions as their
                            ownership, immediately prior to such transaction, of
                            the Outstanding Company Common Stock and Outstanding
                            Company Voting Securities, respectively;

                      (iii) any sale of all or substantially all of the assets
                            of the Company; or

                      (iv)  the complete liquidation of the Company.

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                 (2)  Effect on Options

                 (a)  ACQUISITION EVENT. Upon the occurrence of an Acquisition
                      Event (regardless of whether such event also constitutes a
                      Change in Control Event), or the execution by the Company
                      of any agreement with respect to an Acquisition Event
                      (regardless of whether such event will result in a Change
                      in Control Event), the Board shall provide that all
                      outstanding Options shall be assumed, or equivalent
                      options shall be substituted, by the acquiring or
                      succeeding corporation (or an affiliate thereof); PROVIDED
                      THAT if such Acquisition Event also constitutes a Change
                      in Control Event, except to the extent specifically
                      provided to the contrary in the instrument evidencing any
                      Option or any other agreement between a Participant and
                      the Company, such assumed or substituted options shall be
                      immediately exercisable in full upon the occurrence of
                      such Acquisition Event. For purposes hereof, an Option
                      shall be considered to be assumed if, following
                      consummation of the Acquisition Event, the Option confers
                      the right to purchase, for each share of Common Stock
                      subject to the Option immediately prior to the
                      consummation of the Acquisition Event, the consideration
                      (whether cash, securities or other property) received as a
                      result of the Acquisition Event by holders of Common Stock
                      for each share of Common Stock held immediately prior to
                      the consummation of the Acquisition Event (and if holders
                      were offered a choice of consideration, the type of
                      consideration chosen by the holders of a majority of the
                      outstanding shares of Common Stock); provided, however,
                      that if the consideration received as a result of the
                      Acquisition Event is not solely common stock of the
                      acquiring or succeeding corporation (or an affiliate
                      thereof), the Company may, with the consent of the
                      acquiring or succeeding corporation, provide for the
                      consideration to be received upon the exercise of Options
                      to consist solely of common stock of the acquiring or
                      succeeding corporation (or an affiliate thereof)
                      equivalent in fair market value to the per share
                      consideration received by holders of outstanding shares of
                      Common Stock as a result of the Acquisition Event.

                      Notwithstanding the foregoing, if the acquiring or
                      succeeding corporation (or an affiliate thereof) does not
                      agree to assume, or substitute for, such Options, then the
                      Board shall, upon written notice to the Participants,
                      provide that all then unexercised Options will become
                      exercisable in full as of a specified time prior to the
                      Acquisition Event and will terminate immediately prior to
                      the consummation of such Acquisition Event, except to the
                      extent exercised by the Participants before the
                      consummation of such Acquisition Event; provided, however,
                      in the event of an Acquisition Event under the terms of
                      which holders of Common


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                      Stock will receive upon consummation thereof a cash
                      payment for each share of Common Stock surrendered
                      pursuant to such Acquisition Event (the "Acquisition
                      Price"), then the Board may instead provide that all
                      outstanding Options shall terminate upon consummation of
                      such Acquisition Event and that each Participant shall
                      receive, in exchange therefor, a cash payment equal to the
                      amount (if any) by which (A) the Acquisition Price
                      multiplied by the number of shares of Common Stock subject
                      to such outstanding Options (whether or not then
                      exercisable), exceeds (B) the aggregate exercise price of
                      such Options.

                 (b)  CHANGE IN CONTROL EVENT THAT IS NOT AN ACQUISITION EVENT.
                      Upon the occurrence of a Change in Control Event that does
                      not also constitute an Acquisition Event, except to the
                      extent specifically provided to the contrary in the
                      instrument evidencing any Option or any other agreement
                      between a Participant and the Company, all Options
                      then-outstanding shall automatically become immediately
                      exercisable in full.

                 (3)  Effect on Restricted Stock Awards

                 (a)  ACQUISITION EVENT THAT IS NOT A CHANGE IN CONTROL EVENT.
                      Upon the occurrence of an Acquisition Event that is not a
                      Change in Control Event, the repurchase and other rights
                      of the Company under each outstanding Restricted Stock
                      Award shall inure to the benefit of the Company's
                      successor and shall apply to the cash, securities or other
                      property which the Common Stock was converted into or
                      exchanged for pursuant to such Acquisition Event in the
                      same manner and to the same extent as they applied to the
                      Common Stock subject to such Restricted Stock Award.

                 (b)  CHANGE IN CONTROL EVENT. Upon the occurrence of a Change
                      in Control Event (regardless of whether such event also
                      constitutes an Acquisition Event), except to the extent
                      specifically provided to the contrary in the instrument
                      evidencing any Restricted Stock Award or any other
                      agreement between a Participant and the Company, all
                      restrictions and conditions on all Restricted Stock Awards
                      then-outstanding shall automatically be deemed terminated
                      or satisfied.

                 (4)  Effect on Other Awards

                 (a)  ACQUISITION EVENT THAT IS NOT A CHANGE IN CONTROL EVENT.
                      The Board shall specify the effect of an Acquisition Event
                      that is not a Change in Control Event on any other Award
                      granted under the Plan at the time of the grant of such
                      Award.

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<PAGE>   34

                 (b)  CHANGE IN CONTROL EVENT. Upon the occurrence of a Change
                      in Control Event (regardless of whether such event also
                      constitutes an Acquisition Event), except to the extent
                      specifically provided to the contrary in the instrument
                      evidencing any other Award or any other agreement between
                      a Participant and the Company, all other Awards shall
                      become exercisable, realizable or vested in full, or shall
                      be free of all conditions or restrictions, as applicable
                      to each such Award.

9.       GENERAL PROVISIONS APPLICABLE TO AWARDS

         (a) TRANSFERABILITY OF AWARDS. Except as the Board may otherwise
determine or provide in an Award, Awards shall not be sold, assigned,
transferred, pledged or otherwise encumbered by the person to whom they are
granted, either voluntarily or by operation of law, except by will or the laws
of descent and distribution, and, during the life of the Participant, shall be
exercisable only by the Participant. References to a Participant, to the extent
relevant in the context, shall include references to authorized transferees.

         (b) DOCUMENTATION. Each Award shall be evidenced by a written
instrument in such form as the Board shall determine. Each Award may contain
terms and conditions in addition to those set forth in the Plan.

         (c) BOARD DISCRETION. Except as otherwise provided by the Plan, each
Award may be made alone or in addition or in relation to any other Award. The
terms of each Award need not be identical, and the Board need not treat
Participants uniformly.

         (d) TERMINATION OF STATUS. The Board shall determine the effect on an
Award of the disability, death, retirement, authorized leave of absence or other
change in the employment or other status of a Participant and the extent to
which, and the period during which, the Participant, the Participant's legal
representative, conservator, guardian or Designated Beneficiary may exercise
rights under the Award.

         (e) WITHHOLDING. Each Participant shall pay to the Company, or make
provision satisfactory to the Board for payment of, any taxes required by law to
be withheld in connection with Awards to such Participant no later than the date
of the event creating the tax liability. Except as the Board may otherwise
provide in an Award, when the Common Stock is registered under the Exchange Act,
Participants may satisfy such tax obligations in whole or in part by delivery of
shares of Common Stock, including shares retained from the Award creating the
tax obligation, valued at their Fair Market Value. The Company may, to the
extent permitted by law, deduct any such tax obligations from any payment of any
kind otherwise due to a Participant.

         (f) AMENDMENT OF AWARD. The Board may amend, modify or terminate any
outstanding Award, including but not limited to, substituting therefor another
Award of the same or a different type, changing the date of exercise or
realization, and converting an Incentive Stock Option to a Nonstatutory Stock
Option, provided that the Participant's consent to such

                                      B-9
<PAGE>   35


action shall be required unless the Board determines that the action, taking
into account any related action, would not materially and adversely affect the
Participant.

         (g) CONDITIONS ON DELIVERY OF STOCK. The Company will not be obligated
to deliver any shares of Common Stock pursuant to the Plan or to remove
restrictions from shares previously delivered under the Plan until (i) all
conditions of the Award have been met or removed to the satisfaction of the
Company, (ii) in the opinion of the Company's counsel, all other legal matters
in connection with the issuance and delivery of such shares have been satisfied,
including any applicable securities laws and any applicable stock exchange or
stock market rules and regulations, and (iii) the Participant has executed and
delivered to the Company such representations or agreements as the Company may
consider appropriate to satisfy the requirements of any applicable laws, rules
or regulations.

         (h) ACCELERATION. The Board may at any time provide that any Options
shall become immediately exercisable in full or in part, that any Restricted
Stock Awards shall be free of restrictions in full or in part or that any other
Awards may become exercisable in full or in part or free of some or all
restrictions or conditions, or otherwise realizable in full or in part, as the
case may be.

10.      MISCELLANEOUS

         (a) NO RIGHT TO EMPLOYMENT OR OTHER STATUS. No person shall have any
claim or right to be granted an Award, and the grant of an Award shall not be
construed as giving a Participant the right to continued employment or any other
relationship with the Company. The Company expressly reserves the right at any
time to dismiss or otherwise terminate its relationship with a Participant free
from any liability or claim under the Plan, except as expressly provided in the
applicable Award.

         (b) NO RIGHTS AS STOCKHOLDER. Subject to the provisions of the
applicable Award, no Participant or Designated Beneficiary shall have any rights
as a stockholder with respect to any shares of Common Stock to be distributed
with respect to an Award until becoming the record holder of such shares.
Notwithstanding the foregoing, in the event the Company effects a split of the
Common Stock by means of a stock dividend and the exercise price of and the
number of shares subject to such Option are adjusted as of the date of the
distribution of the dividend (rather than as of the record date for such
dividend), then an optionee who exercises an Option between the record date and
the distribution date for such stock dividend shall be entitled to receive, on
the distribution date, the stock dividend with respect to the shares of Common
Stock acquired upon such Option exercise, notwithstanding the fact that such
shares were not outstanding as of the close of business on the record date for
such stock dividend.

         (c) EFFECTIVE DATE AND TERM OF PLAN. The Plan shall become effective on
the date on which it is adopted by the Board. No Awards shall be granted under
the Plan after the completion of ten years from the earlier of (i) the date on
which the Plan was adopted by the Board or (ii) the date the Plan was approved
by the Company's stockholders, but Awards previously granted may extend beyond
that date.

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<PAGE>   36

         (d) AMENDMENT OF PLAN. The Board may amend, suspend or terminate the
Plan or any portion thereof at any time.

         (e) GOVERNING LAW. The provisions of the Plan and all Awards made
hereunder shall be governed by and interpreted in accordance with the laws of
the State of Delaware, without regard to any applicable conflicts of law.

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