TRAILER BRIDGE INC
DEF 14A, 1999-04-22
TRUCKING (NO LOCAL)
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                       SECURITIES AND EXCHANGE COMMISSION
                             WASHINGTON, D.C. 20549

                                  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 (Amendment No.   )

Filed by the Registrant [X]
Filed by a Party other than the Registrant [_]

Check the appropriate box:

[_]  Preliminary Proxy Statement             [_]  Confidential, For Use of the
[X]  Definitive Proxy Statement                   Commission Only (as permitted
[_]  Definitive Additional Materials              by Rule 14a-6(e)(2))
[_]  Soliciting Material Pursuant to
     Rule 14a-11(c) or Rule 14a-12


                              Trailer Bridge, 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:



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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>


                              TRAILER BRIDGE, INC.

                  NOTICE OF 1999 ANNUAL MEETING OF STOCKHOLDERS

To the Stockholders of Trailer Bridge, Inc.:

     The Annual Meeting of Stockholders of Trailer Bridge, Inc. a Delaware
corporation (the "Company"), will be held at the company's facility at 10405 New
Berlin Road East, Jacksonville, Florida 32226 at 10:00 A.M. Jacksonville time on
Wednesday, May 19, 1999 for the following purposes:

     (1)  To elect four directors of the Company to hold office until the next
          annual meeting of stockholders; and

     (2)  To transact such other business as may properly be presented at the
          Annual Meeting or any adjournment thereof.

     A proxy statement with respect to the Annual Meeting accompanies and forms
a part of this Notice. The Company's Annual Report to Stockholders for the
fiscal year ended December 31, 1998 also accompanies this Notice.

     The Board of Directors has fixed the close of business on March 31, 1999,
as the record date for determining stockholders entitled to notice of, and to
vote at, the Annual Meeting and at any adjournments or postponements thereof.
Each holder of shares of the Company's Common Stock is entitled to one (1) vote
for each share of Common Stock held on the record date.

                                            By order of the Board of Directors,

                                             /s/ William G. Gotimer, Jr.

                                            WILLIAM G. GOTIMER, JR.
                                            Secretary and General Counsel


Jacksonville, Florida
April 22, 1999




                PLEASE MARK, SIGN AND DATE THE ENCLOSED PROXY AND
               RETURN IT PROMPTLY IN THE ENCLOSED ENVELOPE WHETHER
                 OR NOT YOU EXPECT TO ATTEND THE ANNUAL MEETING.


<PAGE>


                              TRAILER BRIDGE, INC.
                           10405 NEW BERLIN ROAD EAST
                           JACKSONVILLE, FLORIDA 32226

                                 PROXY STATEMENT

     This Proxy Statement is furnished in connection with the solicitation by
the Board of Directors of Trailer Bridge, Inc., a Delaware corporation (the
"Company"), of proxies for use at the 1999 Annual Meeting of Stockholders of the
Company to be held on Wednesday, May 19, 1999, and any adjournment thereof (the
"Annual Meeting"). This Proxy Statement and accompanying form of proxy are first
being sent to stockholders on or about April 22, 1999.

     The Company's common stock, $.01 par value (the "Common Stock") is the only
issued and outstanding class of stock. Only stockholders of record at the close
of business on March 31, 1999 (the "Record Date"), are entitled to notice of and
to vote at the Annual Meeting. As of the Record Date, the Company had 9,777,500
shares of Common Stock outstanding and entitled to vote.


                          VOTING RIGHTS AND PROCEDURES

     Shares represented by an effective proxy given by a stockholder will be
voted as directed by the stockholder. If a properly signed proxy form is
returned to the Company and is not marked, it will be voted in accordance with
the recommendation of the Board of Directors on all proposals. A stockholder
giving a proxy may revoke it at any time prior to the voting of the proxy by
giving written notice to the Secretary of the Company, by executing a later
dated proxy or by attending the Annual Meeting and voting in person.

     Each share of Common Stock is entitled to one (1) vote. The holders of
Shares having a majority of the votes which could be cast by the holders of all
Shares, present in person or represented by proxy, will constitute a quorum at
the Annual Meeting. Abstentions will be treated as Shares that are present and
entitled to vote for purposes of determining the presence of a quorum, but as
not present or represented at the Annual Meeting for purposes of determining the
approval of any matter submitted to the stockholders for a vote. If a broker
indicates on the proxy that it does not have discretionary authority as to
certain Shares to vote on a particular matter, those Shares will not be
considered as present and entitled to vote with respect to that matter. M. P.
McLean owns 5,338,000 shares of Common Stock. Consequently, M. P. McLean
controls approximately 55% of the voting power of the Company on all matters
presented for stockholder action.

     Directors are elected by a plurality of the votes present in person or
represented by proxy at the Annual Meeting and entitled to vote for the election
of directors, provided a quorum is present. Stockholders are not allowed to
cumulate their votes in the election of directors. Shares represented at the
Annual Meeting in person or by proxy but withheld or otherwise not cast for the
election of directors will have no effect on the outcome of the election.

     Votes cast by proxy or in person at the Annual Meeting will be tabulated by
the election inspectors appointed for the meeting and such election inspectors
will determine whether or not a quorum is present.

     The Board of Directors knows of no matters to be presented at the Annual
Meeting other than those set forth in the Notice of 1999 Annual Meeting of
Stockholders enclosed herewith. However, if any other matters do come before the
meeting, it is intended that the holders of the proxies will vote thereon in
their discretion. Any such other matter will require for its approval the
affirmative vote of the holders of Common Stock having a majority of the votes
present in person or represented by proxy at the Annual Meeting, provided a
quorum is present, or such greater vote as may be required under the Company's
Certificate of Incorporation, the Company's By-laws or applicable law. A list of
stockholders as of the record date will be available for inspection at the
Annual Meeting and for a period of ten days prior to the Annual Meeting at the
Company's offices in Jacksonville.


                              ELECTION OF DIRECTORS

     The number of directors of the Company, as determined by the Board of
Directors under Article III of the Company's By-laws, is currently four. Each
director holds office until his or her successor is elected and qualified or
until his or her earlier death, resignation, retirement, disqualification or
removal.

     The nominees for whom the enclosed proxy is intended to be voted are set
forth below. Each nominee for election as director currently serves as a
director of the Company. It is not contemplated that any of these nominees will
be unavailable for election, but if such a situation should arise, the proxy
will be voted in accordance with the best judgment of the proxy holder for such
person or persons as may be designated by the Board of Directors.

<PAGE>
                       Nominees for Election as Directors

                                    Business Experience During the
Name                Age          Past Five Years and Other Information
- ----                ---          -------------------------------------
M.P. McLean         85      Mr. McLean, a director since April 1991, is the 
                            founder and principal stockholder of Trailer Bridge.
                            His principal business activity during the past five
                            years has related to developing Trailer Bridge. He 
                            served as President from June 1991 to July 1992 and 
                            from January 1995 to November 1995. Mr. McLean is a 
                            pioneer in transportation who is responsible for a 
                            number of innovations in both trucking and shipping 
                            and who is best known as the founder of container
                            shipping. He built McLean Trucking Company into one 
                            of the largest and most profitable trucking 
                            companies in the U.S., where it was the first major 
                            user of diesel engines in its tractors. In the mid-
                            1950's, he purchased two steamship companies which 
                            were combined to form Sea-Land Service, Inc. ("Sea-
                            Land") which introduced and developed container
                            shipping. Following the sale of Sea-Land in 1968, 
                            Mr. McLean went on to found McLean Industries whose 
                            principal subsidiary, U.S. Lines, became the largest
                            container shipping company in the world. His 
                            business accomplishments led to his induction in the
                            Fortune Magazine Business Hall of Fame, and he was 
                            referred to by a leading business magazine as "one 
                            of the few men who changed the world."

John D. McCown      44      Mr. McCown, a director since April 1991, has served 
                            as the Chairman of the Board and Chief Executive 
                            Officer since November 1995.  From July 1992 to 
                            November 1995, Mr. McCown was Vice President of the 
                            Company.  In addition to his role at Trailer Bridge,
                            he is President and Chief Executive Officer of 
                            Kadampanattu Corp., an affiliate of Trailer Bridge 
                            that owns two vessels now utilized by Trailer Bridge
                            in its present Puerto Rico service.   Mr. McCown  
                            has worked for Malcom P. McLean in various 
                            capacities since 1980.  Mr. McCown is a graduate of 
                            Harvard Business School (MBA, 1980) and Louisiana  
                            State University (BBA, 1975).  Mr. McCown also 
                            serves on the Audit Committee.

Kenneth G. Younger  73      Mr. Younger, a director since September 1997, is the
                            former Chairman and Chief Executive Officer of 
                            Carolina Freight Corporation a position he held from
                            1977 to 1990 and 1993-1994.  Prior to joining 
                            Carolina Freight Corporation, a large less-than-
                            truckload trucking concern in 1970, Mr. Younger held
                            various management positions with Sea-Land Services.
                            Mr. Younger also serves on the board of  directors  
                            of Kenan Transport Company.  Mr. Younger serves on 
                            both the Compensation and Audit Committees.

Artis E. James      52      Mr. James, a director since September 1997, is the 
                            President and Chief Executive Officer of Purcell 
                            Co., Inc., a real estate development company with 
                            properties in the southeastern U.S. Mr. James has 
                            held that position since 1979.  Purcell Co., Inc. is
                            a subsidiary of a company  where M. P. McLean is the
                            majority stockholder.  Mr. James serves on both the 
                            Compensation and Audit Committees.

     The Board of Directors recommends that the stockholders vote FOR the
election of each nominee for director named above. Because M. P. McLean, the
owner of approximately 55% of the outstanding Common Stock, intends to vote for
the election of each nominee for director named above, such election is assured.


                        EXECUTIVE OFFICERS OF THE COMPANY

         Executive officers of the Company serve at the will of the Board of
Directors. The executive officers of the Company are as follows:

<TABLE>
<CAPTION>
                      NAME                             AGE                    POSITION
                      ----                             ---                    --------
<S>                                                    <C>    <C>
John D. McCown.................................        44     Chairman of the Board and Chief Executive Officer
Ralph W. Heim..................................        52     President and Chief Operating Officer
David A. Miskowiec.............................        51     Vice President of Sales
J. Edward Morley...............................        51     Vice President of Operations
Mark A. Tanner.................................        47     Vice President of Administration and Chief Financial Officer
Robert van Dijk................................        52     Vice President of Pricing
Michael J. McGeehan............................        40     Vice President of Truck Operations
William G. Gotimer, Jr.........................        39     Secretary and General Counsel
</TABLE>
<PAGE>


     Mr. Heim has served as President since November 1995 and Chief Operating
Officer since January 1992. From May 1991 until November 1995, Mr. Heim served
as Vice President of the Company. Prior to joining Trailer Bridge in 1991, Mr.
Heim worked at Crowley Maritime Corporation for five years in various operating
capacities primarily related to its Puerto Rico service. His other
transportation experience includes more than 15 years with Sea-Land, Puerto Rico
Marine Management and U.S. Lines in diverse domestic and international
assignments. Mr. Heim graduated from Jacksonville University with a B.S. in 
Business Management.

     Mr.  Miskowiec has served as Vice President of Sales since November 1998.  
Prior to joining Trailer Bridge in 1997, Mr. Miskowiec worked at Crowley 
American Transport where he held a variety of sales and management positions.  
From 1994 until 1997 he served as Director of Corporate Accounts, Director of 
Puerto Rico Trade and Area Manager Commodity Sales for Crowley American 
Transport.  Mr. Miskowiec graduated from the University of Minnesota with a B.A.
in Political Science.

     Mr. Morley has served as Vice President of Operations since July 1992 and
is responsible for marine and terminal operations. Prior to joining Trailer
Bridge in 1991, Mr. Morley was with Sea-Land where he was responsible for
operations in Puerto Rico from 1990 to 1991. Mr. Morley's overall transportation
experience with major container transportation companies spans over 25 years.

     Mr. Tanner, a CPA, has served as Vice President of Administration and Chief
Financial Officer since January 1992. Mr. Tanner joined Trailer Bridge in 1991
from Crowley Maritime where he was Manager of Analysis and Statistics for four
years. His prior experience includes three years as Manager of Corporate
Planning for The Charter Company, which was a Jacksonville based $5 billion
publicly-held company, and five years in public accounting.

     Mr. van Dijk has served as Vice President of Pricing since July 1992 and 
directs all pricing related activities.  Prior to joining Trailer Bridge in 
1991, Mr. van Dijk worked for Crowley Maritime, where he directed pricing for 
the Puerto Rico service.  Mr. van Dijk's pricing related experience includes 
over 30 years with American Transport, U.S. Lines, Weyerhauser Shipping, 
Sea-Land and Holland America Lines.

     Mr. McGeehan has served as Vice President of Truck Operations since October
1998.  Prior to joining Trailer Bridge in 1998, Mr. McGeehan worked for Wal-Mart
Stores where he was responsible for transportation operations at various 
locations from 1992 to 1998. Mr. McGeehan's experience prior to his position at 
Wal-Mart Stores included positions at TNT Red Star Express between 1983 and 
1992. Mr. McGeehan graduated from Longwood College with a BS degree in business 
administration.

     Mr. Gotimer has served as General Counsel since 1991.  Mr. Gotimer also 
acts as legal counsel for Malcom P. McLean, including General Counsel for 
Kadampanattu Corp. His previous experience includes legal counsel with British 
Airways, Plc., Pan American World Airways and McLean Industries.  Mr. Gotimer 
has an LL.M. degree in Taxation from New York University School of Law and both 
a JD and BS degree in accounting from St. John's University.


                      MEETINGS AND COMMITTEES OF THE BOARD

     The Board of Directors has both an Audit Committee and a Compensation
Committee. The Board of Directors does not have a Nominating Committee. During
the fiscal year ended December 31, 1998, the Board of Directors met five times
and the Audit and Compensation Committees met once. During 1998, all directors
attended more than 75% of the meetings of the Board of Directors and of the
committees thereof on which they served.

     The duties of the Audit Committee are to oversee the Company's internal
control structure; review the Company's financial statements and other financial
information to be included in the Company's 10-K and annual report to
stockholders; select the independent auditors for the Company; and review the
Company's annual audit plan. The members of the Audit Committee are Messrs.
McCown, Younger and James.

     The duties of the Compensation Committee are to make recommendations to the
Board of Directors concerning the salaries of the Company's officers; to
exercise the authority of the Board of Directors concerning the Company's 1997
Incentive Stock Plan; and to advise the Board of Directors on other compensation
and benefit matters. The members of the Compensation Committee are Messrs.
Younger and James.



<PAGE>


                  OWNERSHIP OF THE CAPITAL STOCK OF THE COMPANY

     The following table sets forth information with respect to the number of
shares of Common Stock beneficially owned by (i) each director of the Company,
(ii) the executive officers of the Company named in the table under
"Compensation of Directors and Executive Officers-- Summary Compensation Table,"
(iii) all directors and executive officers of the Company as a group, and (iv)
based on information available to the Company and a review of statements filed
with the Commission pursuant to Section 13(d) and 13(g) of the Securities
Exchange Act of 1934, as amended (the "Exchange Act"), each person that owns
beneficially (directly or together with affiliates) more than 5% of the Common
Stock as of December 31, 1998, except as otherwise noted. The Company believes
that each individual or entity named has sole investment and voting power with
respect to shares of the Common Stock indicated as beneficially owned by them,
except as otherwise noted.

<TABLE>
<CAPTION>
                                                                    Number (1)
                       Name                                           Shares            Percentage
                       ----                                         ----------          ----------

<S>                                                                 <C>                   <C>  
Malcom P. McLean(1)(5)...........................................   5,338,000             55.6%
John D. McCown(1)(5).............................................   1,365,700             14.0%
Ralph W. Heim(2).................................................     202,375              2.1%
Mark A. Tanner(2)................................................      75,025               .8%
J. Edward Morley(2)..............................................      66,025               .6%
Robert Van Dijk(2)   ............................................      66,025               .6%
Artis E. James...................................................      10,000               .1%
Kenneth G. Younger...............................................       3,000               .1%
Clara L. McLean(5)...............................................   1,334,500             13.6%
Skyline Asset Management L.P., (3)...............................     831,500              8.5%
Wanger Asset Management, L.P. and
Wanger Asset Management Ltd., (4)................................     631,000              6.5%

All Directors and Executive Officers As A Group..................   5,865,655             60.0%
</TABLE>

(1) Includes 1,334,500 shares subject to immediately exercisable options granted
by Malcom P. McLean to Mr. McCown in February 1994 and May 1997.

(2) Shares subject to options granted in July 1997 and January 1998 under the
Company's Incentive Stock Plan which become exercisable 20% per year beginning
on the first anniversary of the grant.

(3) Skyline Asset Management, L.P. filed a Schedule 13G with the Commission
indicating beneficial ownership of 831,500 shares of Common Stock. According to
the Schedule 13G, Skyline Asset Management, L.P. has shared dispositive power
with respect to all 831,500 shares of Common Stock beneficially owned. The
number of shares beneficially owned by Skyline Asset Management, L.P. is
indicated as of December 31, 1998. The address of Skyline Asset Management, L.P.
is 311 Wacker Drive, Suite 4500, Chicago, Illinois 60606.

(4) Wanger Asset Management, L.P. ("WAM") and Wanger Asset Management Ltd., the
general partner of WAM ("WAM Ltd.") filed a Schedule 13G with the Commission
indicating beneficial ownership of 631,000 shares of Common Stock. According to
the Schedule 13G, WAM and WAM Ltd. each have shared dispositive power with
respect to all 631,000 shares of Common Stock beneficially owned. The number of
shares beneficially owned by WAM and WAM Ltd. is indicated as of December 31,
1998. The address of WAM and WAM Ltd. is 227 West Monroe Street, Suite 3000,
Chicago, Illinois 60606.

(5) The address of each individual is 660 Madison Avenue, 10th Floor, New York,
New York 10021.

Section 16(a) Beneficial Ownership Reporting Compliance

     Section 16(a) of the Exchange Act requires the Company's directors and
executive officers, and persons who own more than ten percent of a registered
class of the Company's equity securities, to file with the Commission initial
reports of ownership and reports of changes in ownership of Common Stock and
other equity securities of the Company. Officers, directors, and greater than
ten-percent stockholders are required by Commission regulation to furnish the
Company with copies of all Section 16(a) forms they file.

     To the Company's knowledge, based solely on a review of the copies of such
reports furnished to the Company and written representations that no other
reports were required, during the Company's 1998 fiscal year all applicable
Section 16(a) filing requirements were complied with by the officers, directors,
and greater than ten-percent beneficial owners except Mr. James who made one
such filing late with respect to one transaction.


<PAGE>




                COMPENSATION OF DIRECTORS AND EXECUTIVE OFFICERS

Summary Compensation Table

     The following table sets forth a summary of the annual, long-term, and
other compensation for services rendered to the Company for the fiscal years
ended December 31, 1996; December 31, 1997 and December 31, 1998 paid or awarded
to those persons who were, at December 31, 1998: (i) the Company's chief
executive officer, and (ii) the Company's four most highly compensated executive
officers other than the chief executive officer (collectively, including the
Company's chief executive officer, the "Named Executive Officers").

<TABLE>
                                            SUMMARY COMPENSATION TABLE

<CAPTION>
                                                                                 Long-Term
                                                 Annual Compensation            Compensation
                                                                Other Annual      Options/         All Other
Name and                                Salary      Bonus       Compensation        SARs          Compensation
Principal Position            Year       ($)         ($)             ($)            (#)               ($)(2)
- ------------------            ----      ------      -----       ------------    -------------     ------------

<S>                           <C>      <C>          <C>              <C>           <C>             <C>  
John D. McCown (3)            1998     262,500       2,082           --               --               1,005
Chairman of the Board         1997     260,443      64,231           --               --           8,529,096(1)
and CEO                       1996     235,864      37,311           --               --                --


Ralph W. Heim                 1998     165,000       3,597           --             40,000             6,413
President and                 1997     165,000     110,945           --            137,375             6,113
Chief Operating Officer       1996     154,904      64,446           --               --               6,113


J. Edward Morley              1998     112,070       2,082           --             15,000             5,803
Vice President of             1997     112,070      64,231           --             51,025             3,390
Operations                    1996     112,405      37,311           --               --               3,950


Robert Van Dijk               1998     108,724       2,082           --             15,000             5,701
Vice President of             1997     108,724      64,231           --             51,025             4,417
Pricing                       1996     108,724      37,311           --               --               4,488


Mark A. Tanner                1998     108,000       2,082           --             20,000             5,337
Vice President of             1997     108,000      64,231           --             51,025             4,008
Administration & CFO          1996     104,635      37,311           --               --               3,978

</TABLE>

(1) Representing the difference between the exercise price and the initial
public offering price on shares granted by the majority stockholder of the
Company. In connection with this option, the Company recorded a non-recurring,
non-cash charge for compensation expense and a credit to paid in capital in the
same amount. This option does not involve the issuance of additional shares of
Common Stock and therefore any subsequent purchase of shares under the option
will not have a dilutive effect on the Company's book value or earnings per
share amounts.

 (2) Represents the Company's matching contribution to the Company's Section
401(k) deferred compensation plan and excess group life insurance premiums
respectively, as follows: In 1996 Mr. Heim, $4,500 and $1,613; Mr. Morley,
$3,344 and $606; Mr. van Dijk, $3,523 and $965; and Mr. Tanner, $3,400 and $578.
In 1997 Mr. McCown, $0 and $425; Mr. Heim, $4,500 and $1,613; Mr. Morley, $3,120
and $270; Mr. van Dijk, $3,452 and $964; and Mr. Tanner, $3,431 and $578. In
1998 Mr. McCown, $0 and $1,005; Mr. Heim, $4,800 and $1,613; Mr. Morley, $4,800
and $1,003; Mr. van Dijk, $4,737 and $964; and Mr. Tanner, $4,759 and $578.

(3) In 1996 and in 1997 until the closing of the Company's public offering, Mr.
McCown provided services to the Company in connection with the Company's vessel
charter from its affiliate, Kadampanattu Corp. The amount shown as salary on the
above table for 1996 was paid by the affiliate. Commencing with the closing of
the initial public offering, Mr. McCown's compensation has been paid directly by
the Company and the Company's charter payments were reduced in a corresponding
amount.


<PAGE>


Option/SAR Grants In Last Fiscal Year

     The following table summarizes the grants of stock options awarded to the
Named Executive Officers during the fiscal year ended December 31, 1998, under
the Company's Incentive Stock Plan.

<TABLE>
<CAPTION>
                                            Individual Grants         
                     --------------------------------------------------
                                                                           Potential Realizable Value
                                   % of                                    at Assumed Annual Rates
                      Options/    Total                                    of Stock Price Appreciation
                        SAR      Options/                                  for Option Term (3)
                      Granted      SARs      Exercise       Expiration     ---------------------------
    Name                (#)      Granted   Price ($/sh)(1)    Date(2)          5%($)        10%($)
    ----              --------   --------  ---------------  -----------        -----        ------


<S>                    <C>        <C>          <C>           <C>              <C>           <C>    
Ralph W. Heim.......   40,000     30.8%        10.00         01/16/08         133,463       449,450
Mark A. Tanner......   20,000     15.4%        10.00         01/16/08          66,731       224,725
Robert Van Dijk.....   15,000     11.5%        10.00         01/16/08          50,049       168,544
J. Edward Morley....   15,000     11.5%        10.00         01/16/08          50,049       168,544
</TABLE>

(1) The exercise price equals the initial public offering price of the Common
Stock.

(2) The options were granted on January 16, 1998 and vest ratably over a
five-year period, expiring ten years after their grant date.

(3) The potential realizable dollar value of a grant is the product of: (a) the
difference between (i) the product of the per-share market price at the time of
the grant and the sum of 1 plus the stock appreciation rate compounded annually
over the term of the option (here, 5% and 10%), and (ii) the per-share exercise
price of the option, and (b) the number of securities underlying the grant at
fiscal year-end.

Aggregated Option/SAR Exercises In Last Fiscal Year and Fiscal Year-End 
Option/SAR Values

     The following table provides information concerning options exercised by
the Named Executive Officers during the fiscal year ended December 31, 1998, and
the value at December 31, 1998, of unexercised options under the Company's
Incentive Stock Plan.


<TABLE>
<CAPTION>
                                                 Number of              Value ($) of
                                                 Unexercised            Unexercised In-the-
                      Shares                     Options at             Money Options at
                     Acquired                    December 31, 1998      December 31, 1998
                        on                       -----------------      -----------------
                     Exercise      Value         Exercisable/            Exercisable/
       Name             (#)     Realized ($)     Unexercisable           Unexercisable
       ----          --------   ------------     -------------           -------------

<S>                      <C>          <C>        <C>                          <C>
Ralph W. Heim            0            0          27,475/177,375               0/0
J. Edward Morley         0            0          10,205/ 66,025               0/0
Robert Van Dijk          0            0          10,205/ 66,025               0/0
Mark A. Tanner           0            0          10,205/ 71,025               0/0

</TABLE>

Compensation of Directors

     Directors who are not employees of the Company receive an annual retainer
of $5,000 and $1,000 for each meeting of the Board of Directors or committee of
the Board of Directors attended by such director (if such committee meeting is
held other than on the day of a Board meeting), plus reimbursement of expenses
incurred in attending such meetings. Directors who are employees of the Company
do not receive additional compensation for such services.


<PAGE>


REPORT OF THE COMPENSATION COMMITTEE ON EXECUTIVE COMPENSATION

     The Compensation Committee approves the policies under which compensation
is paid or awarded to the Company's executive officers. The Compensation
Committee consists of the two independent members of the Board. The 1997
compensation structure was already determined when the Compensation Committee
assumed its responsibilities in September, 1997. Prior to the offering, M. P.
McLean and John D. McCown made all decisions concerning executive office
compensation

Board of Directors Compensation Committee Philosophy & Description of 
Compensation Programs

     The Company's compensation philosophy is designed to link executive
performance to long-term stockholder value, connect pay with individual
performance, maintain a compensation system that is competitive with the
industry standards and attract and retain outstanding executives.

     The Company's executive compensation program has three components--base
salary, annual incentives, and incentive stock plan options. Base salary and
annual incentives are primarily designed to reward current and past performance.
Long-term incentives are primarily designed to provide strong incentives for
long-term future Company growth.

     In reviewing base salaries of senior management for 1998 and salary
compensation for 1999, including the salary of Mr. John D. McCown, the Company's
Chief Executive Officer, the Compensation Committee reviewed and considered (i)
compensation information disclosed by similarly-sized publicly held
transportation companies; (ii) the financial performance of the Company, as well
as the role and contribution of the particular executive with respect to such
performance and (iii) non-financial performance related to the individual
executive's contributions.

     Base Salary: To attract and retain qualified executives, base salary is
determined using competitive criteria within the transportation industry. Salary
increases are based on individual performance and, to a lesser extent, trends
within the industry.

     Annual Incentive: The Company's bonus plan recognizes and rewards 
executives for taking actions that build the value of the Company, generate 
competitive total returns for stockholders, and provide value-added solutions
for the Company's customers. Bonus compensation is based upon a point system 
that allocates an overall bonus based upon Company performance. The allocation 
of points under this system is based upon the subjective decision of the 
compensation committee.

     Incentive Stock Plan Options: The Company's Incentive Stock Plan Options
serve to reward executive performance that successfully executes the Company's
long-term business strategy and builds stockholder value. During fiscal year
1998, stock options were granted to the Company's executive officers in January.
The grants were designed to motivate each executive officer to continue the
Company's growth.

                                            COMPENSATION COMMITTEE
                                            Artis E. James
                                            Kenneth G. Younger

Compensation Administration

     The Compensation Committee will follow an annual cycle to administer each
of the three components of executive compensation. The integrity of the
Company's compensation program relies on an annual performance evaluation
process.


<PAGE>


Performance Graph

     The following line graph compares the Company's cumulative total
stockholder return on its Common Stock since July 29, 1997, the date that the
Common Stock began trading, with the cumulative total return of the Nasdaq US
Index and the S & P Truckers Index. These comparisons assume the investment of
$100 on July 29, 1997 in each index and in the Company's Common Stock and the
reinvestment of dividends. The graph assumes that $100 of the Company's Common
Stock was purchased on July 29, 1997, at the initial public offering price of
$10.00 per share. The Company has paid no dividends since its inception. There
is no assurance that the Company's stock performance will continue into the
future with the same or similar trends depicted in the graph below. The Company
makes no predictions as to the future performance of its stock

                                [Graph omitted]

                                    7/29/97    12/31/97       12/31/98


     Trailer Bridge, Inc.(1)          100       88.75           15.31

     Nasdaq US Index                  100       99.16          139.39

     S&P Truckers Index               100      111.47           92.29
    (the "Peer Group")

(1) Based on the Company's initial public offering price of $10.00 per share


<PAGE>


                              CERTAIN TRANSACTIONS

         The Company charters two roll-on/roll-off barge vessels and the right
to use related ramp structures in Jacksonville, Florida and San Juan, Puerto
Rico from Kadampanattu Corp. ("K Corp"), which is wholly owned by Malcom P.
McLean, the Company's founder, controlling stockholder and a director. The
charters currently provide for a per vessel payment to K Corp of $10,050 per day
and also require the Company to maintain and repair the vessels and ramps. The
charters expire at the later of September 1, 2010 or the repayment of all
obligations under K Corp's construction loan for the 1996 mid-body expansion
program. Such obligations are scheduled to be repaid in quarterly installments
ending June 30, 2003. Upon the expiration of the charters, the Company has the
option to extend the charters for an additional eight years at $11,000 per day
per vessel, or may purchase the vessels at their then fair market value. Total
expense under these charters from K Corp was $6.7 million in 1998. The charter
payments were increased from $5,000 per day per vessel in 1996 following
completion of the mid-body expansion. In the opinion of the Board of Directors,
the terms of the charters are at least as favorable as those that could be
obtained from unaffiliated third parties.

     In September 1998 the ramp structure used in San Juan was damaged due to
Hurricane Georges and became partially submerged. At the Company's request,
Kadampanattu Corp. waived $600,000 in charter hire payments to partially offset
the additional costs incurred by the company due to the unavailability of the
San Juan ramp structure. The San Juan ramp structure was refloated and repaired
and resumed cargo operations in March 1999. In December 1998, the Jacksonville
ramp structure suffered a casualty and was rendered unusable and irreparably
damaged. In March 1999, operations to remove and dispose of the Jacksonville
ramp structure were commenced. Since it was the Company's obligation to insure
the ramp structures, Kadampanattu Corp. has assigned any insurance proceeds on
either the San Juan or Jacksonville ramp structures to the Company. There will
be no change in the charter agreement between Kadampanattu Corp. and the Company
due to the casualties to the ramp structures.

     The Company will continue a policy that any transactions with affiliated
persons or entities will be on terms no less favorable to the Company than those
that could have been obtained on an arms-length basis from unaffiliated third
parties. Any such future transactions must also be approved by a majority of the
disinterested directors.



                                    AUDITORS

     The Board of Directors has selected Deloitte & Touche LLP as the
independent accountant of the Company. Representatives of Deloitte & Touche LLP
will be present at the Annual Meeting and will be given the opportunity to make
a statement if they desire to do so. They will also be available to respond to
appropriate questions.


                           PROXY SOLICITATION EXPENSE

     The expense of proxy solicitation will be paid by the Company. In addition
to the solicitation of proxies by use of the mails, solicitation also may be
made by telephone, telegraph or personal interview by directors, officers, and
regular employees of the Company, none of whom will receive additional
compensation for any such solicitation. The Company will, upon request,
reimburse brokers, banks, and similar organizations for out-of-pocket and
reasonable clerical expenses incurred in forwarding proxy material to their
principals.


                              STOCKHOLDER PROPOSALS

     Proposals of stockholders must be received in writing by the Secretary of
the Company at the principal executive offices of the Company no later than
December 24, 1999, in order to be considered for inclusion in the Company's
proxy statement and form of proxy relating to the next annual meeting of
stockholders. The persons named in proxies solicited by the Company's Board of
Directors for the next annual Meeting may exercise discretionary voting power
with respect to any shareholder proposal which is not required to be included in
the Company's proxy statement and which is received later than March 9, 2000.


<PAGE>


                                  OTHER MATTERS

     The Board of Directors does not intend to present at the Annual Meeting any
matters other than those described herein and does not presently know of any
matters that will be presented by other parties. If any other matters properly
come before the Annual Meeting, it is intended that the accompanying proxy may
be voted on such matters in accordance with the views of management.

     Each stockholder, whether or not he or she expects to be present in person
at the Annual Meeting, is requested to MARK, SIGN, DATE, and RETURN THE ENCLOSED
PROXY in the accompanying envelope as promptly as possible. A stockholder may
revoke his or her proxy at any time prior to voting.


                                            By order of the Board of Directors,

                                             /s/ William G. Gotimer, Jr.

                                            WILLIAM G. GOTIMER, JR.
                                            Secretary and General Counsel
Jacksonville, Florida
April 22, 1999


<PAGE>


                                   DETACH HERE

                                      PROXY

                              TRAILER BRIDGE, INC.

           THIS PROXY IS SOLICITED ON BEHALF OF THE BOARD OF DIRECTORS

         The undersigned, revoking all previous proxies, hereby appoints JOHN D.
McCOWN and WILLIAM G. GOTIMER, JR., and each of them, proxies with power of
substitution to each, to vote and act at the annual meeting of common
shareholders of TRAILER BRIDGE, INC. to be held at the office of the Company,
10405 New Berlin Road East, Jacksonville, Florida 32226, on Wednesday, May 19,
1999 at 10:00 A.M., and at any adjournment thereof, on and with respect to the
Common Stock of the undersigned, or on and with respect to which the undersigned
is entitled to vote or act.

         IN THEIR DISCRETION, THE PROXIES ARE AUTHORIZED TO VOTE UPON SUCH OTHER
MATTERS AS MAY PROPERLY COME BEFORE THE MEETING, AND AT ANY ADJOURNMENT THEREOF.

              IMPORTANT- TO BE SIGNED AND DATED ON THE REVERSE SIDE


<PAGE>



THE SHARES REPRESENTED BY THIS PROXY WILL BE VOTED IN ACCORDANCE WITH THE
SPECIFICATIONS MADE HEREON. IF NO SPECIFICATION IS MADE, THIS PROXY WILL BE
VOTED FOR ITEM 1.

1.       To elect four Directors:

         Nominees:         Artis E. James, John D. McCown,
                           Malcom P. McLean and Kenneth G. Younger


                           FOR                       WITHHELD


                           --------------------------------------
                           For all nominees except as noted above


                                  MARK HERE FOR ADDRESS CHANGE AND NOTE AT LEFT


                                  Please sign your name(s) exactly as it appears
                                  hereon.  If signing as attorney or for 
                                  estates, trusts or corporations, title or
                                  capacity should be indicated.  PLEASE RETURN
                                  THIS PROXY PROMPTLY.


Signature:____________ Date:________  Signature:_____________  Date:____________




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