HIGHLANDS INSURANCE GROUP INC
S-3, 1999-07-02
FIRE, MARINE & CASUALTY INSURANCE
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AS FILED WITH THE SECURITIES AND EXCHANGE COMMISSION ON JULY 1, 1999
                                  REGISTRATION NO. 333-________
=====================================================================

                       SECURITIES AND EXCHANGE COMMISSION
                             Washington, D.C. 20549
                                  ------------

                                    FORM S-3
                             REGISTRATION STATEMENT
                                      Under
                           THE SECURITIES ACT OF 1933
                                  ------------

                         HIGHLANDS INSURANCE GROUP, INC.
             (Exact name of Registrant as specified in its charter)

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

               DELAWARE                                  76-2370945
        (State or other jurisdiction       (I.R.S. Employer Identification No.)
     of incorporation or organization)

                                1000 LENOX DRIVE
                         LAWRENCEVILLE, NEW JERSEY 08648
                                 (609) 896-1921
  (Address, including zip code, and telephone number, including area code,
                    of Registrant's principal executive offices)

                           STEPHEN J. GREENBERG, ESQ.
                  VICE PRESIDENT, GENERAL COUNSEL AND SECRETARY
                         HIGHLANDS INSURANCE GROUP, INC.
                                1000 LENOX DRIVE
                         LAWRENCEVILLE, NEW JERSEY 08648
                                 (609) 896-1921
            (Name, address, including zip code, and telephone number,
                   including area code, of agent for service)
                                  -------------
                                   Copies to:

                             ALAN H. LIEBLICH, ESQ.
                       SCHNADER HARRISON SEGAL & LEWIS LLP
                         1600 MARKET STREET, SUITE 3600
                        PHILADELPHIA, PENNSYLVANIA 19103
                                 (215) 751-2000


          Approximate  date of commencement  of proposed sale to the public:  As
soon as possible  after the effective  date of this  Registration  Statement and
from time to time as determined by market conditions.

          If the only securities being registered on this Form are being offered
pursuant to dividend or interest  reinvestment plans, please check the following
box. [ ]

          If any of the  securities  being  registered  on this  Form  are to be
offered  on a  delayed  or  continuous  basis  pursuant  to Rule 415  under  the
Securities Act of 1933,  other than  securities  offered only in connection with
dividend or interest reinvestment plans, please check the following box. [X]

          If  this  Form is  filed  to  register  additional  securities  for an
offering  pursuant to Rule 462(b)  under the  Securities  Act,  please check the
following box and list the Securities Act  registration  statement number of the
earlier effective registration statement for the same offering. [ ] If this Form
is a  post-effective  amendment  filed pursuant to Rule 462 under the Securities
Act, check the following box and list the Securities Act registration  statement
number of the earlier effective  registration statement for the same offering.[]

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

          If delivery of the  prospectus is expected to be made pursuant to Rule
434, please check the following box. [ ]

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


<PAGE>

<TABLE>

                 CALCULATION OF REGISTRATION FEE

<CAPTION>
<S>                            <C>           <C>               <C>                 <C>
                                          Proposed          Proposed
                                          Maximum           Maximum              Amount of
Title of Shares         Amount to be   Aggregate Price      Aggregate           Registration
to be Registered         Registered      Per Share(1)     Offering Price(1)       Fee(2)
- ---------------------------------------------------------------------------------------------
Common Stock, par
value $.01 per share     454,546 shares   $10.625        $4,829,551.20          $1,342.62

<FN>


(1)  Based on the average of the high and low prices of the Common  Stock on the
     New York  Stock  Exchange  on June 29,  1999 and  estimated  solely for the
     purpose of calculating the registration fee.

(2)  Calculated  pursuant to Section 6(b) as follows:  proposed maximum offering
     price multiplied by .000278.
</FN>
</TABLE>

          THE REGISTRANT HEREBY AMENDS THIS REGISTRATION  STATEMENT ON SUCH DATE
OR DATES AS MAY BE NECESSARY TO DELAY ITS  EFFECTIVE  DATE UNTIL THE  REGISTRANT
SHALL FILE A FURTHER AMENDMENT WHICH SPECIFICALLY  STATES THAT THIS REGISTRATION
STATEMENT SHALL  THEREAFTER  BECOME EFFECTIVE IN ACCORDANCE WITH SECTION 8(A) OF
THE  SECURITIES  ACT OF 1933 OR UNTIL THE  REGISTRATION  STATEMENT  SHALL BECOME
EFFECTIVE ON SUCH DATE AS THE COMMISSION,  ACTING PURSUANT TO SAID SECTION 8(A),
MAY DETERMINE.

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


<PAGE>


          Vertical note left of this page:

          The information in this Prospectus is not complete and may be changed.
The selling shareholder may not sell his shares until the registration statement
filed with the Securities and Exchange Commission is effective.  This Prospectus
is not an offer to sell the shares and it is not  soliciting an offer to buy the
shares in any state where the offer or sale is not permitted.

             Prospectus, subject to completion, dated June __, 1999


                         HIGHLANDS INSURANCE GROUP, INC.
                                  COMMON STOCK

                                 454,546 Shares

          The shareholder of Highlands  Insurance  Group,  Inc. listed inside is
offering or selling 454,546 shares of Common Stock under this Prospectus.

          The  selling  shareholder  bought  his  shares  from  us in a  private
purchase on May 10, 1999. The selling  shareholder  may offer his shares through
public  or  private  transactions  on or off the  United  States  exchanges,  at
prevailing market prices, or at privately negotiated prices. We will not receive
any of the proceeds from the sale of the shares by the selling shareholder.

          Investing in our Common Stock involves risks.  See the Risk Factors on
page 4 of this Prospectus.

          Our Common  Stock is quoted on the New York Stock  Exchange  under the
symbol  "HIC." On June 29, 1999,  the closing price of one share of Common Stock
on the New York Stock Exchange was $10.50.

          We urge you to carefully  read this  Prospectus  which  describes  the
terms of the offering before you make your investment decision.

          NEITHER  THE  SECURITIES   AND  EXCHANGE   COMMISSION  NOR  ANY  STATE
SECURITIES  COMMISSION HAS APPROVED OR DISAPPROVED OF THESE SECURITIES OR PASSED
UPON THE  ACCURACY OR ADEQUACY OF THIS  PROSPECTUS.  ANY  REPRESENTATION  TO THE
CONTRARY IS A CRIMINAL OFFENSE.

          The date of this Prospectus is June __, 1999



<PAGE>


                               TABLE OF CONTENTS



THE COMPANY. . . . . . . . . . . . . . . . . . . . . . . . . . .3

FORWARD LOOKING STATEMENTS . . . . . . . . . . . . . . . . . . .4

RISK FACTORS . . . . . . . . . . . . . . . . . . . . . . . . . .5

USE OF PROCEEDS. . . . . . . . . . . . . . . . . . . . . . . . 10

SELLING SHAREHOLDER. . . . . . . . . . . . . . . . . . . . . . 11

PLAN OF DISTRIBUTION . . . . . . . . . . . . . . . . . . . . . 12

WHERE YOU CAN FIND MORE INFORMATION. . . . . . . . . . . . . . 12

LEGAL OPINION. . . . . . . . . . . . . . . . . . . . . . . . . 13

EXPERTS. . . . . . . . . . . . . . . . . . . . . . . . . . . . 14


<PAGE>


                                  THE COMPANY

          We are an insurance holding company offering a broad range of property
and  casualty  insurance  products  in  various  regional  markets in the United
States. We primarily  distribute our products in Texas, New Jersey,  California,
Pennsylvania,  North  Carolina,  Iowa, New York and Louisiana.  In addition,  we
distribute  lesser  amounts of our  insurance  products in many of the remaining
jurisdictions of the United States and its territories.

          We offer our  insurance  products  principally  through the  following
subsidiaries:

          *    Highlands Insurance Company;

          *    Northwestern National Casualty Company; and

          *    Pacific National Insurance Company.

          Our  principal  executive  offices  are  located at 1000 Lenox  Drive,
Lawrenceville, New Jersey 08648 and our telephone number is (609) 896-1921.


<PAGE>


                           FORWARD LOOKING STATEMENTS

          This Prospectus  contains  forward-looking  statements.  Words such as
"expect,"  "anticipate,"  "should" and words of similar  import  identify  these
statements.  Actual  results may differ  significantly  from those  expressed or
implied by the  forward-looking  statements.  Factors  that  might  cause such a
difference  include  the  various  risks set forth  below  that we  believe  are
material to investors  who purchase or own our  securities.  Before  deciding to
purchase  our  Common  Stock,  you  should  carefully   consider  the  following
information together with the other information contained in this Prospectus.

<PAGE>


                                  RISK FACTORS

          You should  carefully  consider the risks described below regarding us
and our Common Stock.  The risks and  uncertainties  described below are not the
only ones we face.  There may be additional risks and  uncertainties.  If any of
the following risks actually occur, our business, financial condition or results
of operations could be affected  materially.  In that case, the trading price of
our Common Stock could decline significantly.

          We rely on the availability of reinsurance.

          We  transfer  our  exposure  to  certain   risks  to  others   through
reinsurance  arrangements.  Under these  arrangements,  other insurers  assume a
portion of our losses and  expenses  associated  with  reported  and  unreported
claims in exchange for a portion of policy premiums.  The  availability,  amount
and  cost of  reinsurance  depend  on  general  market  conditions  and may vary
significantly.  Any decrease in the amount of our reinsurance  will increase our
risk of loss.  Furthermore,  we face a credit risk with respect to  reinsurance.
Our three largest reinsurance credit exposures as of December 31, 1998 are to an
underwriting  syndicate at Lloyds of London in the amount of $123.5 million,  to
American  Reinsurance  Company  in the amount of $113.7  million  and to General
Reinsurance Company in the amount of $70.1 million.

          When we obtain reinsurance,  we are still liable for those transferred
risks if the reinsurer cannot meet its obligations.  Therefore, the inability of
our reinsurers' to meet their financial  obligations could materially affect our
operations.

          Our loss reserves are difficult to estimate.

          We are required to maintain  loss  reserves.  Our reserve  amounts are
estimates of what we expect the ultimate  settlement and  administration of what
claims will cost.  We base the  reserve  amounts on facts and  circumstances  of
which we are aware,  predictions of future events, estimates of future trends in
claims severity and frequency and other subjective factors. However, there is no
method for precisely estimating our ultimate liability.

          We regularly review our reserving techniques and our overall amount of
reserves. We also review:

          *    information regarding each claim for losses;

          *    our loss history and the industry's loss history;

          *    legislative enactments, judicial decisions and legal developments
               regarding damages;

          *    changes in political attitudes; and

          *    trends in general economic conditions, including inflation.

          We underestimated our loss reserves for 1997 and 1998 primarily due to
the difficulty of predicting  environmental  and pollution  claims. We increased
our reserves during each year. If we continue to underestimate our reserves,  we
will need to  increase  them.  That would  result in an increase in losses and a
reduction in our net income and stockholders' equity for the periods in which we
identify the deficiency in reserves.

          Catastrophes and weather-related events may adversely affect us.

          Property and casualty insurance companies frequently experience losses
from  catastrophes.  Catastrophes  may have a  material  adverse  effect  on our
operations. Catastrophes include windstorms, hurricanes, earthquakes, tornadoes,
hail, severe winter weather and fires. We cannot predict how severe a particular
catastrophe  may be  until  after it  occurs.  The  extent  of our  losses  from
catastrophes is a function of the total amount of losses our clients incur,  the
number of our clients affected,  the frequency of the events and the severity of
the particular  catastrophe.  Most catastrophes occur in small geographic areas.
However,  windstorms,  hurricanes and earthquakes may produce significant damage
in large, heavily populated areas.

          We may be adversely affected by Year 2000 computer problems.

          Many currently  installed  computer systems and software  products use
only two digits to  identify a year in the date field with the  assumption  that
the first two digits of the year are always  "19."  Consequently,  on January 1,
2000,  computers  that are not "Year 2000"  compliant may read the year as 1900.
Systems  that   calculate,   compare  or  sort  using  the  incorrect  date  may
malfunction.  As a result,  companies are upgrading computer systems or software
to comply with "Year 2000" requirements.  Significant  uncertainty exists in the
software  industry   concerning  the  potential  effects  associated  with  such
compliance.

          We, like all users of automated  information  systems,  are addressing
the  potential  "Year 2000" issues that could affect our  automated  information
systems, such as mainframe  applications,  personal computers and communications
systems.  We are also  addressing  the "Year 2000"  issues  associated  with the
information  systems of our outside  vendors.  We are further  addressing  risks
associated with non-information systems exposures,  such as telephones and other
facility related systems. We are at various stages in renovating or implementing
"Year 2000" compliant  information and non-information  systems. In addition, we
have been  assessing  if our  outside  vendors are "Year  2000"  compliant.  Our
renovation, implementation and assessments are not complete.

          If we, or our outside vendors,  fail to correct a material "Year 2000"
problem,  we could have an  interruption  in, or a failure  of,  certain  normal
business activities or operations such as policy underwriting and claim payment.
Such failures could  materially and adversely  affect our results of operations,
liquidity  and  financial  condition.  We are  developing  contingency  plans to
address  potentially  adverse "Year 2000" situations which could affect material
areas of our  internal  information  systems.  However,  unforseen  "Year  2000"
problems could adversely affect us.

          In  addition  to our  systems,  the Year 2000  issues  may  affect our
underlying  business.  We do not believe that our property and casualty policies
cover Year 2000 occurrences and we recently adopted  exclusionary  language that
clarifies that our policies do not cover Year 2000 occurrences.  We attached the
language to the policies  under which we believe  policyholders  may make claims
for Year 2000 losses. We cannot reasonably  estimate our exposure for losses and
expenses for the claims under the policies.

          Our largest  customer will not continue its contract past December 31,
1999.

          Halliburton  Company,  our former parent,  was our largest customer in
1998,  representing  $53.9  million,  or  13.9%  of  our  net  premiums  earned.
Halliburton  advised us it will not continue its contract  with us past December
31, 1999. If we cannot replace  Halliburton  with new customers our net premiums
earned will decline after December 31, 1999.

          Changes in our ratings may adversely affect us.

          Rating agencies rate insurance  companies based on financial stability
and an ability to pay  claims,  factors  more  relevant  to  policyholders  than
investors.  Ratings  are not  recommendations  to buy,  hold or sell our  Common
Stock.

          Currently,  A.M. Best rates our principal  insurance  subsidiaries  as
"B++" (Very Good).  Ratings by A.M.  Best in the insurance  industry  range from
"A++"  (Superior) to "F" (in  Liquidation).  According to A.M.  Best, an insurer
with"B++"  rating has  demonstrated  very good financial  strength and operating
performance.

          We also have a 1998 Financial Stability Rating of A (Exceptional) from
Demotech,  Inc.  According  to  Demotech,  insurers  with  this  rating  possess
exceptional  financial  stability  to withstand a general  economic  downturn or
deterioration of an underwriting cycle.  Financial stability ratings by Demotech
for the industry range from A (Double Prime - Unsurpassed) to L (Below Average).

          We cannot be sure  that we will  maintain  our  current  A.M.  Best or
Demotech  ratings.  Our  business  could be  adversely  affected if we receive a
significant downgrade in these ratings.

          We rely upon independent insurance agents.

          We  market  and sell  almost  all of our  insurance  products  through
independent,  non-exclusive  insurance  agencies and  brokers.  The agencies and
brokers may also sell our competitors'  insurance products. Our business depends
in part on the marketing efforts of those agencies and brokers and we must offer
insurance  products  that  meet  the  requirements  of their  clients.  If those
agencies and brokers fail to market our products successfully,  our business may
be adversely impacted.

          Insurance  Partners,  L.P. and Insurance  Partners Offshore  (Bermuda)
L.P. exert significant influence over our affairs.

          Insurance  Partners,  L.P. and Insurance  Partners Offshore  (Bermuda)
L.P. own 10% Convertible  Debentures  together with Common Stock Warrants in our
Company.  The Debentures and Warrants  represent  significant  equity  ownership
potential.  If Insurance  Partners and Insurance  Partners (Bermuda) convert the
Debentures  and exercise the Warrants,  they will own  approximately  42% of our
Common Stock. In addition,  by contract Insurance Partners designates 28% of the
members of our Board of Directors.

          We face  significant  competition  from other  regional  and  national
insurance companies and from self-insurance and new market entrants.

          We compete with regional and national insurance  companies,  including
direct writers of insurance coverage.  Many of these competitors are larger than
we are and have  greater  financial,  technical  and  operating  resources.  The
property and casualty  insurance  industry is highly competitive on the basis of
both  price  and  service.  There  are  many  companies  competing  for the same
insurance  customers  in the  geographic  areas  in  which  we  operate.  If our
competitors  price their premiums more  aggressively  and we meet their pricing,
this may adversely affect our  underwriting  results.  In addition,  because our
insurance products are marketed through independent  insurance  agencies,  which
represent  more than one  insurance  company,  we face  competition  within each
agency.

          We also face competition from the  implementation of self-insurance in
the commercial insurance area. Many of our customers and potential customers are
examining the risks of self-insuring as an alternative to traditional insurance.
We also face potential competition from banks. Banks are making efforts to cause
changes  in laws  and  regulations  which  limit  their  ability  to  engage  in
non-banking,   financial  service  businesses,   such  as  the  underwriting  of
insurance.  If banks were able to write  insurance,  they could compete directly
with us by selling insurance through their own insurance agencies.

          We are heavily regulated by the states in which we operate.

          We are subject to extensive  supervision  and regulation in the states
in which we operate.  The supervision and regulation  relate to numerous aspects
of our business and financial condition.  The primary purpose of the supervision
and  regulation is the  protection of our insurance  policyholders,  and not our
shareholders or other investors.  The extent of regulation varies, but generally
is derived from state statutes. These statutes delegate regulatory,  supervisory
and administrative authority to state insurance departments.  The regulations or
the state  insurance  departments may impede us from obtaining rate increases or
taking other actions we might wish to take to increase our profitability.

          We may be restricted  in declaring  dividends  and  distributions  and
limited in our ability to pay our expenses and debt.

          As an insurance  holding company,  our principal assets consist of the
capital stock of our insurance subsidiaries. We cannot declare cash dividends on
our Common Stock unless our insurance subsidiaries can pay cash dividends to us.
Our insurance subsidiaries may only pay dividends to us if they are permitted to
do so under the  insurance  regulations  of their home  states.  All of the home
states of our  insurance  subsidiaries  regulate  the payment of  dividends.  In
addition, these regulations may adversely affect our ability to pay our expenses
and our debts.

          State  insurance laws may limit your ability to own 10% or more of our
Common Stock.

          State  insurance  laws  require  prior  approval  by  state  insurance
departments of any acquisition of control of a domestic  insurance company or of
any company which controls a domestic insurance company.  "Control" is generally
presumed to exist through the ownership of 10% or more of the voting  securities
of a domestic  insurance  company or of any  company  which  controls a domestic
insurance company. Any purchaser of 10% or more of the outstanding shares of our
Common  Stock will be  presumed  to have  acquired  control of our  subsidiaries
unless the relevant insurance  commissioner  determines otherwise.  Accordingly,
any purchase by you of 10% or more of our outstanding Common Stock would require
prior action by all or some of the insurance commissioners in the home states of
our insurance subsidiaries.

          The property and casualty insurance industry is cyclical.

          Historically,  the property and casualty  insurance  industry has been
cyclical. Over the last several years, the industry has been in a downturn which
resulted in a decline in premium rates.  The decline in premium rates  adversely
affected  our  underwriting  results.  Furthermore,  unpredictable  developments
affect  the  industry's   profitability.   These  developments  include  natural
disasters,  fluctuations  in interest  rates and other changes in the investment
environment that affect returns on our investments,  inflationary pressures that
affect  the  size of  losses,  and  judicial  decisions  that  affect  insurers'
liabilities.  The demand  for  property  and  casualty  insurance,  particularly
commercial lines, can also vary with the overall level of economic activity.

          We employ certain anti-takeover measures.

          Certain  provisions of our  organizational  documents may  discourage,
delay or  prevent a change of  control  of our  company.  These  include,  among
others,  provisions in our Amended and Restated Certificate of Incorporation and
Bylaws relating to staggered terms for our directors,  notice  requirements  for
stockholders   proposing  director   nominations  or  bringing  business  before
stockholder  meetings  and the ability of our Board of Directors to issue "blank
check" preferred stock without stockholder approval.

          These  provisions  could  have  the  effect  of  depriving  you  of an
opportunity to receive a premium over the  prevailing  market price in the event
of an attempted hostile takeover.


                         USE OF PROCEEDS

          All of the net  proceeds  from the sale of the Common Stock will go to
the selling  shareholder.  Accordingly,  we will not receive any  proceeds  from
sales of the Common Stock.

<PAGE>

<TABLE>
                              SELLING SHAREHOLDER
<CAPTION>
<S>                      <C>                 <C>                 <C>
                         Owned Prior To      Shares Being        Owned After
Selling Shareholder      Offering (1)        Offered             Offering(2)
- -------------------      ------------        -------             -----------

Willis T. King, Jr.      454,546             454,546                  0
Chairman, President and
Chief Executive Officer
of Highlands


<FN>

(1)  Assumes  that  all  of  the  shares   beneficially  owned  by  the  selling
     shareholder  and being offered under this Prospectus are sold, and that the
     selling  shareholder  acquires no additional  shares of Common Stock before
     the completion of this offering.

(2)  Does not  include  150,000  shares of Common  Stock  pursuant  to an option
     granted to Mr. King on May 10, 1999 which  becomes  exercisable  in part on
     May 10, 2000.  Also does not include 250,000 shares of Common Stock awarded
     to Mr. King pursuant to Highlands Restricted Stock Plan which will not vest
     until May 10, 2002.

</FN>
</TABLE>

<PAGE>


                              PLAN OF DISTRIBUTION

          The  selling  shareholder  may offer his  Highlands  shares at various
times in one or more of the following transactions:

          *    on  any of the  United  States  securities  exchanges  where  our
               capital stock is listed;

          *    in the over-the-counter market;

          *    in   transactions   other  than  on  such  exchanges  or  in  the
               over-the-counter market;

          *    by pledge to secure debts and other obligations;

          *    in connection with the writing of non-traded and  exchange-traded
               call options,  in hedge  transactions  and in settlement of other
               transactions in standardized or over-the-counter options; or

          *    in a combination of any of the above transactions.

          The  selling   shareholder  may  sell  his  shares  at  market  prices
prevailing  at the time of sale,  at prices  related to such  prevailing  market
prices, at negotiated prices or at fixed prices.

          The selling  shareholder may use broker-dealers to sell his shares. If
this happens,  broker-dealers  will either receive discounts or commissions from
the selling  shareholder,  or they will receive  commissions  from purchasers of
shares for whom they acted as agents.

          The selling shareholder may also transfer his shares in other ways not
involving  market makers or established  trading  markets,  including a transfer
without  consideration.  Upon such a transfer the transferee would have the same
rights of sale as the selling shareholder under this Prospectus.  The transferee
will be named in a prospectus supplement.

          We agreed to indemnify the selling shareholder for certain liabilities
including Securities Act liabilities.


                       WHERE YOU CAN FIND MORE INFORMATION

          We file annual,  quarterly and special  reports,  proxy statements and
other  information  with the SEC.  You may read and copy any document we file at
the SEC's public reference rooms in Washington,  D.C. at 450 Fifth Street, N.W.,
Washington,  D.C.  20549.  Please  call the SEC at  1-800-SEC-0330  for  further
information on the public reference rooms. Our SEC filings are also available to
the public from the SEC's Website at "http://www.sec.gov."

          The SEC allows us to  "incorporate  by reference"  the  information we
file with them, which means that we can disclose important information to you by
referring you to those documents.  The information  incorporated by reference is
considered to be a part of this  Prospectus,  and information that we file later
with the SEC will  automatically  update  and  supersede  this  information.  We
incorporate  by reference the documents  listed below and any future  filings we
will  make  with  the SEC  under  Sections  13(a),  13(c),  14 or  15(d)  of the
Securities Exchange Act of 1934:

          1.   Annual Report on Form 10-K for the fiscal year ended December 31,
               1998;

          2.   Our  definitive  Proxy  Statement  dated April 1, 1999,  filed in
               connection with our May 10, 1999 Annual Meeting of  Stockholders;
               and

          3.   Quarterly  Report on Form 10-Q for the  quarter  ended  March 31,
               1999;

          4.   The   descriptions  of  the  Common  Stock  in  our  registration
               statements  filed  pursuant  to  Section  12  of  the  Securities
               Exchange Act of 1934,  and any  amendment or report filed for the
               purpose of updating those descriptions.

          You may  request a copy of these  filings,  at no cost,  by calling or
writing to:

                          Stephen J. Greenberg, Esquire
                  Vice President, General Counsel and Secretary
                         Highlands Insurance Group, Inc.
                                1000 Lenox Drive
                         Laurenceville, New Jersey 08648
                                 (609) 896-1921

          This Prospectus is part of a registration  statement we filed with the
SEC. You should rely only on the information or representations provided in this
Prospectus.  We  gave  no one  the  authority  to  provide  you  with  different
information.  The selling shareholder is not making an offer of these securities
in any state  where the offer is not  permitted.  You should not assume that the
information in this Prospectus is accurate as of any date other than the date on
the front of the document.


                                  LEGAL OPINION

          Schnader  Harrison  Segal & Lewis LLP is  giving  its  opinion  on the
validity of the shares the selling shareholder is offering.


                                     EXPERTS

          The  consolidated   financial  statements  and  related  schedules  of
Highlands  as of December  31,  1998 and 1997,  and for each of the years in the
three-year  period ended December 31, 1998, have been  incorporated by reference
herein and in the  registration  statement in reliance  upon the reports of KPMG
LLP,  independent  certified public accountants,  and upon the authority of said
firm as experts in accounting and auditing.

<PAGE>


                                   PROSPECTUS

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

                         HIGHLANDS INSURANCE GROUP, INC.

                                 454,546 Shares

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


                                  COMMON STOCK


                                June ______, 1999



<PAGE>


                                     PART II

                     INFORMATION NOT REQUIRED IN PROSPECTUS


Item 14.    Other Expenses of Issuance and Distribution


       Securities and Exchange Commission
       Registration Fee. . . . . . . . . . . . . . . . .$1,342.62

       Accounting Fees and Expenses. . . . . . . . . . .$2,500.00

       Legal Fees and Expenses . . . . . . . . . . . . $15,000.00

       NYSE Additional Listing Fees. . . . . . . . . . .$1,600.00

                 Total Expenses. . . . . . . . . . . . $20,442.62

Item 15.  Indemnification of Directors and Officers

          Section  102 of the  Delaware  General  Corporation  Law (the  "DGCL")
allows a  corporation  to  eliminate  the  personal  liability of directors of a
corporation to the corporation or to any of its stockholders for monetary damage
for a breach of his fiduciary  duty as a director,  except in the case where the
director breached his duty of loyalty,  failed to act in good faith,  engaged in
intentional  misconduct or knowingly violated a law, authorized the payment of a
dividend or approved a stock  repurchase in violation of Delaware  corporate law
or obtained an improper  personal  benefit.  The Company's  Amended and Restated
Certificate  of   Incorporation   contains  a  provision  which,  in  substance,
eliminates directors' personal liability as set forth above.

          Section 145 of the DGCL provides that a corporation  may indemnify any
person  who  was or is a  party  or is  threatened  to be  made a  party  to any
threatened,  pending or completed  action,  suit or  proceeding,  whether civil,
criminal,  administrative or investigative,  by reason of the fact that he is or
was a  director,  officer,  employee  or agent of the  corporation  or is or was
serving at its  request in such  capacity  in another  corporation  or  business
association against expenses (including attorneys' fees),  judgments,  fines and
amounts paid in settlement actually and reasonably incurred by him in connection
with such action,  suit or  proceeding if he acted in good faith and in a manner
he  reasonably  believed  to be in or not opposed to the best  interests  of the
corporation  and,  with respect to any  criminal  action or  proceeding,  had no
reasonable cause to believe his conduct was unlawful.  The Company's Certificate
of  Incorporation  contains  a  provision  which,  in  substance,  provides  for
indemnification as set forth above.



Item 16.      Exhibits.

Exhibit No.        Description of Exhibits

4.15               Stock Purchase Agreement between the Registrant and the
                   selling shareholder.

5.1                Opinion of Schnader Harrison Segal & Lewis LLP.*

23.1               Consent of KPMG LLP.*

23.2               Consent of Schnader Harrison Segal & Lewis LLP (contained in
                   Exhibit 5.1).*

24.1               Power of Attorney (included on page II-3 of the Registration
                   Statement).*


*  Filed herewith.


Item 17.      Undertakings

          The undersigned registrant hereby undertakes as follows:

          (1) To file,  during  any  period  in which  offers or sales are being
made, a post-effective  amendment to this registration  statement (other than as
provided in the proviso and  instructions  to Item 512(a) of Regulation S-K) (i)
to include any prospectus  required by Section 10(a)(3) of the Securities Act of
1933;  (ii) to reflect in the  prospectus  any facts or events arising after the
effective date of this registration statement (or the most recent post-effective
amendment  thereof)  which,  individually  or  in  the  aggregate,  represent  a
fundamental  change in the information set forth in the registration  statement.
Notwithstanding the foregoing,  any increase or decrease in volume of securities
offered (if the total dollar value of  securities  offered would not exceed that
which  was  registered)  and any  deviation  from  the  low or  high  end of the
estimated  maximum  offering  range may be reflected  in the form of  prospectus
filed with the SEC pursuant to Rule 424(b) if, in the aggregate,  the changes in
volume  and price  represent  no more  than 20  percent  change  in the  maximum
aggregate  offering price set forth in the  "Calculation  of  Registration  Fee"
table in the effective  registration statement and (iii) to include any material
information with respect to the plan of distribution not previously disclosed in
the  registration  statement or any material  change to such  information in the
registration statement.

          (2) That,  for the  purpose of  determining  any  liability  under the
Securities Act, each such  post-effective  amendment shall be deemed to be a new
registration  statement  relating to the  securities  offered  therein,  and the
offering of such  securities at that time shall be deemed to be the initial bona
fide offering thereof.

          (3) To remove from registration by means of a post-effective amendment
any of the securities being registered which remain unsold at the termination of
the offering.

          (4)  That,  for  purposes  of  determining  any  liability  under  the
Securities  Act,  each  filing of the  registrant's  annual  report  pursuant to
Section  13(a)  or  15(d)  of the  Securities  Exchange  Act  of  1934  that  is
incorporated by reference in this registration statement shall be deemed to be a
new registration  statement relating to the securities offered therein,  and the
offering of such  securities at that time shall be deemed to be the initial bona
fide offering thereof.

          Insofar  as   indemnification   for  liabilities   arising  under  the
Securities Act may be permitted to directors,  officers and controlling  persons
of the  registrant  pursuant to the  foregoing  provisions,  or  otherwise,  the
registrant  has been advised that in the opinion of the  Securities and Exchange
Commission  such  indemnification  is against  public policy as expressed in the
Securities Act and is, therefore,  unenforceable.  In the event that a claim for
indemnification  against  such  liabilities  (other  than  the  payment  by  the
registrant of expenses  incurred or paid by a director,  officer or  controlling
person of the  registrant  in the  successful  defense  of any  action,  suit or
proceeding)  is  asserted by such  director,  officer or  controlling  person in
connection with the securities being registered,  the registrant will, unless in
the opinion of its counsel the matter has been settled by controlling precedent,
submit  to a  court  of  appropriate  jurisdiction  the  question  whether  such
indemnification  by it is against  public policy as expressed in the  Securities
Act and will be governed by the final adjudication of such issue.


                                   SIGNATURES

          Pursuant  to the  requirements  of the  Securities  Act of  1933,  the
registrant certifies that it has reasonable grounds to believe that it meets all
of the requirements for filing on Form S-3 and has duly caused this Registration
Statement  to be  signed  on its  behalf  by  the  undersigned,  thereunto  duly
authorized, on the 29 day of June, 1999.


                         HIGHLANDS INSURANCE GROUP, INC.



                         By: /s/ Willis T. King, Jr.
                             -------------------------
                              Willis T. King, Jr.
                              Chairman, President and
                              Chief Executive Officer


<PAGE>

                                POWER OF ATTORNEY

          KNOW ALL PERSONS BY THESE  PRESENTS,  that each person whose signature
appears below hereby  constitutes and appoints  Willis T. King, Jr.,  Stephen J.
Greenberg, Charles J. Bachand and Stephen L. Kibblehouse, jointly and severally,
his true and lawful attorneys-in-fact, each with full power of substitution, for
him in any  and all  capacities,  to sign  any  and  all  amendments  (including
post-effective amendments) to this Registration Statement, and to file the same,
with all exhibits  thereto and all documents in connection  therewith,  with the
Securities  and Exchange  Commission,  hereby  ratifying and confirming all that
each of said  attorneys-in-fact  or any of them,  or his or their  substitute or
substitutes, may lawfully do or cause to be done or by virtue hereof.

          Pursuant  to the  requirements  of the  Securities  Act of 1933,  this
Registration  Statement  has  been  signed  by  the  following  persons  in  the
capacities and on the dates indicated:



SIGNATURE                    TITLE                     DATE


/s/ Willis T. King, Jr.
- -----------------------       Chairman, President and       June 29, 1999
   Willis T. King, Jr.        Chief Executive Officer

/s/ Charles J. Bachand
- -----------------------       Vice President, Treasurer     June 29, 1999
   Charles J. Bachand         Principal Accounting Officer

/s/ Robert A. Spass
- -----------------------       Director                      June 29, 1999
   Robert A. Spass

/s/ Bradley E. Cooper
- -----------------------       Director                      June 29, 1999
   Bradley E. Cooper

/s/ W. Bernard Pieper
- -----------------------       Director                      June 29, 1999
W. Bernard Pieper

/s/ Kenneth S. Crews
- -----------------------       Director                      June 29, 1999
   Kenneth S. Crews

/s/ Philip J. Hawk
- -----------------------       Director                      June 29, 1999
   Philip J. Hawk

/s/ Robert W. Shower
- -----------------------       Director                      June 29, 1999
   Robert W. Shower

/s/ Richard M. Haverland
- -----------------------       Director                      June 29, 1999
   Richard M. Haverland

<PAGE>



                                INDEX OF EXHIBITS
                             ----------------------

Exhibit No.         Description of Exhibits

4.15                Stock Purchase Agreement between the Registrant and the
                    selling shareholder.*

5.1                 Opinion of Schnader Harrison Segal & Lewis LLP.*

23.1                Consent of KPMG LLP.*

23.2                Consent of Schnader Harrison Segal & Lewis LLP (contained
                    in Exhibit 5.1).*

24.1                Power of Attorney (included on page II-4 of the Registra-
                    tion Statement).*


*  Filed herewith.

                                  EXHIBIT 4.15

                            STOCK PURCHASE AGREEMENT


          THIS AGREEMENT,  dated as of May 10, 1999, is by and between HIGHLANDS
INSURANCE GROUP,  INC. (the "Company"),  a Delaware  corporation with offices at
1000 Lenox Drive, Lawrenceville,  New Jersey 08648, and WILLIS T. KING, JR. (the
"Purchaser").

          IN CONSIDERATION  of the mutual covenants  contained in this Agreement
and for good and valuable consideration, the receipt and sufficiency of which is
hereby acknowledged, the parties agree as follows:

          SECTION 1.  Authorization  of Shares.  The Company has  authorized the
sale of $5 million of the Company's  Common  Stock,  $.01 par value (the "Common
Stock") at a price per share equal to the closing  price of the Common  Stock on
the New York Stock Exchange ("NYSE") on May 10, 1999.

          SECTION 2.  Agreement to Sell and Purchase the Shares.  At the Closing
(as  defined in Section  4), the  Company  will sell to the  Purchaser,  and the
Purchaser will buy from the Company,  upon the terms and conditions  hereinafter
set forth,  454,546  shares of the Common Stock (the "Shares") at an aggregate a
purchase price equal to $5 million (the "Purchase Price").

          SECTION 3. Payment of Purchase  Price. On the Closing Date, as defined
below,  the  Purchaser  will  deliver  to the  Company  the full  amount  of the
aggregate  Purchase  Price for the Shares  purchased  hereunder by check or wire
transfer of funds.

          SECTION  4.  The  Closing.   The   consummation  of  the  transactions
contemplated  by this Agreement (the  "Closing")  shall occur on the date hereof
(the "Closing  Date") at the offices of the Company.  At or within 60 days after
the Closing, the Company shall deliver to the Purchaser one or more common stock
certificates registered in the name of the Purchaser, representing the Shares to
be purchased by him.

          SECTION 5.  Representations,  Warranties and Covenants of the Company.
The Company hereby represents and warrants to, and covenants with, the Purchaser
that the following statements are true correct:

               5.1  Organization.  The  Company is duly  organized  and  validly
existing in good standing  under the laws of the State of Delaware.  The Company
has full power and authority to own,  operate and occupy its  properties  and to
conduct its business as presently conducted and is registered or qualified to do
business and in good  standing in each  jurisdiction  in which it owns or leases
property or transacts  business  and where the failure to be so qualified  would
have  a  material  adverse  effect  upon  the  business,   financial  condition,
properties or operations of the Company.

               5.2 Due  Authorization.  The Company has all requisite  power and
authority to execute,  deliver and perform its obligations under this Agreement,
and this Agreement has been duly  authorized and validly  executed and delivered
by the Company  and  constitutes  legal,  valid and  binding  agreements  of the
Company  enforceable  against the Company in  accordance  with their  respective
terms, except as rights to indemnity and contribution may be limited by state or
federal  securities laws or the public policy  underlying  such laws,  except as
enforceability   may  be   limited   by   applicable   bankruptcy,   insolvency,
reorganization,  moratorium or similar laws affecting creditors' and contracting
parties' rights generally and except as enforceability may be subject to general
principles of equity (regardless of whether such enforceability is considered in
a proceeding in equity or at law).

               5.3  Additional  Information.  The  Company has filed in a timely
manner all documents  that the Company was required to file under the Securities
Exchange  Act of 1934,  as amended  (the  "Exchange  Act")  during the 12 months
preceding the date of this  Agreement.  Such documents  complied in all material
respects with the requirements of the Exchange Act as of their respective filing
dates,  and the  information  contained  therein  was  true and  correct  in all
material  respects as of the date of such  documents,  and each of the following
documents  as of the date  thereof  did not  contain  an untrue  statement  of a
material fact or omit to state a material fact required to be stated  therein or
necessary to make the statements  therein,  in light of the circumstances  under
which they were made, not misleading.

               5.4  Listing.  The Company  shall use its best  efforts to comply
with all requirements of the NYSE with respect to the issuance of the Shares and
the listing of the Shares on the NYSE.

          SECTION 6. Representations, Warranties and Covenants of the Purchaser.

                    (a) The Purchaser  represents and warrants to, and covenants
with,  the  Company,  as of the  date  hereof  that:  (i)  the  Purchaser  is an
"accredited  investor"  as  defined  in Rule  501(a) of  Regulation  D under the
Securities Act of 1933  ("Securities  Act"); (ii) the Purchaser is acquiring the
Shares for his own  account  for  investment  and with no present  intention  of
distributing  any of the Shares (this  representation  and warranty not limiting
the Purchaser's  right to sell pursuant to an effective  registration  statement
registering  the  Shares  for  resale  or  to be  indemnified  pursuant  to  the
provisions  hereof);  (iii) the  Purchaser  will not,  directly  or  indirectly,
voluntarily offer,  sell,  pledge,  transfer or otherwise dispose of (or solicit
any offers to buy, purchase or otherwise acquire or take a pledge of) any of the
Shares,  except  in  compliance  with  the  Securities  Act  and the  rules  and
regulations promulgated thereunder; (iv) the Purchaser has had an opportunity to
ask questions and receive  answers from the management of the Company  regarding
the Company,  its business and the offering of the Shares; (v) the Purchaser has
completed  or  caused  to  be  completed  the  Purchaser   Signature   Page  and
Questionnaire  which  is a part  hereof  and the  answers  thereto  are true and
correct to the best knowledge of the Purchaser as of the date hereof and will be
true and correct as of the effective date of the registration statement referred
to in Section 9.1; (vi) the Purchaser will notify the Company immediately of any
change in any of such information  until such time as the Purchaser has sold all
of his  Shares  or  until  the  Company  is no  longer  required  to  keep  such
registration  statements  effective  pursuant to Sections 9.1(c);  and (vii) the
Purchaser has, in connection with its decision to purchase Shares, relied solely
upon  the  documents  described  in  Section  5.3  and the  representations  and
warranties of the Company contained herein.

                    (b) The Purchaser agrees not to make any sale of the Shares,
pursuant  to the  registration  statement  referred  to in Section  9.1  without
effectively  causing the prospectus  delivery  requirements under the Securities
Act to be satisfied.  The Purchaser  acknowledges that there may occasionally be
times when the Company must suspend the use of the prospectus  forming a part of
the registration  statement until such time as an amendment to such registration
statement has been filed by the Company and declared effective by the Securities
and Exchange Commission ("SEC") or until the Company has amended or supplemented
such  prospectus.  The  Company  agrees to use its best  efforts  to cause  such
amended  registration  statement to be declared effective and/or to deliver such
amended or  supplemented  prospectus as soon as possible.  The Purchaser  hereby
covenants that it will not sell any Shares  pursuant to said  prospectus  during
the  period  commencing  at the time at which the  Company  gives the  Purchaser
notice of the  suspension of the use of said  prospectus  and ending at the time
the Company gives the Purchaser notice that the Purchaser may thereafter  effect
sales pursuant to said prospectus.

                    (c) The Purchaser  further  represents  and warrants to, and
covenants  with,  the Company  that (i) the  Purchaser  has full  right,  power,
authority  and  capacity  to enter into this  Agreement  and to  consummate  the
transactions contemplated hereby and has taken all necessary action to authorize
the execution,  delivery and  performance of this  Agreement,  and (ii) upon the
execution and delivery of this  Agreement,  this  Agreement  shall  constitute a
valid and binding obligation of the Purchaser enforceable in accordance with its
terms,  except  as  enforceability  may be  limited  by  applicable  bankruptcy,
insolvency, reorganization,  moratorium or similar laws affecting creditors' and
contracting  parties' rights generally,  except as enforceability may be subject
to general  principles of equity  (regardless of whether such  enforceability is
considered   in  a   proceeding   in  equity  or  at  law)  and  except  as  the
indemnification agreements of the Purchaser herein may be legally unenforceable.

          SECTION 7. Survival of  Representations,  Warranties  and  Agreements.
Notwithstanding  any  investigation  made by any  party to this  Agreement,  all
covenants,  agreements,  representations  and warranties made by the Company and
the Purchaser herein shall survive the execution of this Agreement, the delivery
to the Purchaser of the Shares being purchased and the payment therefor.

          SECTION 8.  Conditions to Closing.  The  obligations of the Company to
consummate  the  transactions  contemplated  hereby  shall  be  subject  to  the
Purchaser having paid the Purchase Price in accordance with Section 3.

          SECTION 9. Registration of the Shares;  Compliance with the Securities
Act.

               9.1  Registration Procedures and Expenses.  The Company shall:

                    (a) prepare and file with the SEC a  registration  statement
(the  "Registration  Statement")  covering  the  resale  of  the  Shares  by the
Purchaser from time to time on the NYSE or on such exchange,  securities  market
or system on which the Company's Common Stock shall then be publicly traded,  or
in privately negotiated  transactions,  no later than 60 days following the date
hereof;

                    (b) use its best  efforts,  subject to receipt of  necessary
information from the Purchaser,  to cause the  Registration  Statement to become
effective as soon as possible thereafter;

                    (c)  prepare  and  file  with the SEC  such  amendments  and
supplements to the Registration  Statement and the prospectus used in connection
therewith as may be necessary to comply with the  provisions  of the  Securities
Act until the later of such time as all of the  Shares  have been sold  pursuant
thereto or, by reason of Rule 144(k) under the  Securities Act or any other rule
of similar  effect,  such shares are no longer required to be registered for the
unrestricted sale thereof by the Purchaser;

                    (d)  furnish  to the  Purchaser  such  number  of  copies of
prospectuses and preliminary prospectuses in conformity with the requirements of
the  Securities  Act and such other  documents as the Purchaser  may  reasonably
request,  in order to facilitate the public sale or other  disposition of all or
any of the Shares held by the Purchaser,  provided, however, that the obligation
of the Company to deliver copies of prospectuses or preliminary  prospectuses to
the  Purchaser  shall be subject to the  receipt  by the  Company of  reasonable
assurances from the Purchaser that the Purchaser will comply with the applicable
provisions of the Securities  Act and of such other  securities or blue sky laws
as may be  applicable  in  connection  with  any  use of  such  prospectuses  or
preliminary prospectuses;

                    (e) file  documents  required of the Company for normal blue
sky clearance in all states,  provided,  however,  that the Company shall not be
required  to  qualify  to do  business  or  consent to service of process in any
jurisdiction in which it is not now so qualified or has not so consented;

                    (f) bear all expenses in connection  with the  procedures in
paragraphs (a) through (c) of this Section 9.1, other than brokerage commissions
or  placement  agent  fees and fees and  expenses,  if any,  of counsel or other
advisers to the  Purchaser  with respect to the  registration  and resale of the
Shares; and

                    (g) prepare and file additional listing applications for the
Shares on the NYSE.

The Company understands that the Purchaser disclaims being an underwriter, but
the Purchaser  being deemed an underwriter shall not relieve the Company of any
obligations it has hereunder.

               9.2 Transfer of Shares After  Registration.  The Purchaser agrees
that it will not effect any disposition of the Shares,  that would  constitute a
sale  within the meaning of the  Securities  Act except as  contemplated  in the
Registration  Statement  referred to in Section 9.1 or pursuant to an  available
exemption  from  registration  under the  Securities  Act and  applicable  state
securities laws.

               9.3  Indemnification.

                    (a)  For the purpose of this Section 9.3:

                         (i) the  term  "Selling  Shareholder"  shall  mean  any
person or entity selling Shares pursuant to the Registration Statement,  and any
affiliate thereof ;

                         (ii) the term  "Registration  Statement"  shall include
any preliminary prospectus,  final prospectus,  exhibit, supplement or amendment
included in or relating to the Registration Statement; and

                         (iii) the term "untrue statement" shall mean any untrue
statement or alleged  untrue  statement of a material  fact in the  Registration
Statement,  or any  omission or alleged  omission  to state in the  Registration
Statement a material fact required to be stated therein or necessary to make the
statements  therein,  in the light of the  circumstances  under  which they were
made, not misleading.

               (b) The  Company  agrees  to  indemnify  and hold  harmless  each
Selling Shareholder from and against any losses,  claims, damages or liabilities
to which such Selling  Shareholder  may become subject (under the Securities Act
or otherwise) insofar as such losses, claims, damages or liabilities (or actions
or proceedings  in respect  thereof) arise out of, or are based upon, any untrue
statement, or arise out of any failure by the Company to fulfill any undertaking
included herein or in the Registration Statement,  and the Company promptly will
reimburse such Selling  Shareholder  for any legal or other expenses  reasonably
incurred in  investigating,  defending  or  preparing to defend any such action,
proceeding or claim; provided,  however, that the Company shall not be liable in
any such case to the extent that such loss,  claim,  damage or liability  arises
out of, or is based  upon,  an untrue  statement  made in  reliance  upon and in
conformity with written information  furnished to the Company by or on behalf of
such Selling Shareholder specifically for use in preparation of the Registration
Statement,  or the  failure  of such  Selling  Shareholder  to  comply  with the
covenants  and  agreements   contained  herein;   provided  further,   that  the
indemnification  contained in this  Section 9.3 with  respect to any  prospectus
after it has been amended or supplemented, shall not inure to the benefit of any
Selling  Shareholder (or any person  controlling such Selling  Shareholder) from
whom the person  asserting such loss,  claim,  damage,  or liability  shall have
purchased  Shares,  that are the subject  thereof if, after copies  thereof have
been  delivered  by the  Company  to  such  Selling  Shareholder,  such  Selling
Shareholder  shall have failed to send or give a copy of the  prospectus as then
amended or  supplemented,  as the case may be, to such person at or prior to the
confirmation  of such sale of such Shares,  to such  person,  and, if such loss,
claim,  damage or  liability  would not have  arisen but for the failure of such
Selling Shareholder to deliver the same.

               (c) The  Purchaser  agrees to  indemnify  and hold  harmless  the
Company (and each other  person,  if any,  who  controls the Company  within the
meaning of Section 15 of the  Securities  Act,  each  officer of the Company who
signs the  Registration  Statement  and each  director of the Company)  from and
against any losses,  claims, damages or liabilities to which the Company (or any
such officer,  director or  controlling  person) may become  subject  (under the
Securities  Act or  otherwise),  insofar  as such  losses,  claims,  damages  or
liabilities (or actions or proceedings in respect  thereof) arise out of, or are
based  upon,  any failure of the  Purchaser  to comply  with his  covenants  and
agreements  contained  herein,  or any untrue statement if such untrue statement
was made in reliance upon and in conformity with written  information  furnished
by or on behalf of the  Purchaser  specifically  for use in  preparation  of the
Registration  Statement,  and the Purchaser  promptly will reimburse the Company
(or such officer,  director or controlling  person), as the case may be, for any
legal or other  expenses  reasonably  incurred in  investigating,  defending  or
preparing to defend any such action, proceeding or claim.

               (d) Promptly after receipt by any indemnified  person of a notice
of a claim or the beginning of any action in respect of which indemnity is to be
sought  against an  indemnifying  person  pursuant  to this  Section  9.3,  such
indemnified person shall notify the indemnifying person in writing of such claim
or  of  the  commencement  of  such  action,  and,  subject  to  the  provisions
hereinafter  stated,  in case  any  such  action  shall be  brought  against  an
indemnified  person  and such  indemnifying  person  shall  have  been  notified
thereof, such indemnifying person shall be entitled to participate therein, and,
to the  extent it shall  wish,  to assume  the  defense  thereof,  with  counsel
reasonably  satisfactory  to such  indemnified  person.  After  notice  from the
indemnifying  person to such  indemnified  person of its  election to assume the
defense  thereof,   such  indemnifying  person  shall  not  be  liable  to  such
indemnified  person  for  any  legal  expenses  subsequently  incurred  by  such
indemnified person in connection with the defense thereof. In the event that the
indemnifying  party  shall  have  assumed  the  defense  of  such  action,  such
indemnifying party shall not enter into any compromise or settlement without the
indemnified   party's  prior  written  consent,   which  consent  shall  not  be
unreasonably withheld, delayed or denied.

               9.4 Termination of Conditions and  Obligations.  The restrictions
imposed by Section 6 or Section 9.2 upon the transferability of the Shares shall
cease and terminate as to any particular Shares when such Shares shall have been
effectively  registered under the Securities Act and sold or otherwise  disposed
of in  accordance  with the  intended  method  of  disposition  set forth in the
Registration  Statement or at such time as an opinion of counsel satisfactory to
the Company  shall have been rendered to the effect that such  restrictions  are
not necessary in order to comply with the  Securities  Act. The Company will use
its best efforts to maintain the  effectiveness  of the  Registration  Statement
until the Purchaser has disposed of all of his Shares, or the Shares have become
freely tradable without restriction under Rule 144(k).

               9.5 Information Available.  So long as the Registration Statement
is effective  covering the resale of Shares owned by the Purchaser,  the Company
will furnish to the Purchaser upon request:

                    (a) any document filed by the Company with the SEC;

                    (b) upon the reasonable request of the Purchaser,  any other
information concerning the Company that is generally  available to the public;
and

                    (c)  an  adequate  number  of  copies  of  the  prospectuses
relating  to the  resale of the  Shares to  supply to any party  requiring  such
prospectuses.

          SECTION  10.  Notices.  All  notices,  requests,  consents  and  other
communications  hereunder  shall be in writing,  shall be mailed by  first-class
registered or certified mail, postage prepaid, and shall be deemed given when so
mailed:

                    (a) if to the Company to:

                         Highlands  Insurance Group, Inc.
                         1000 Lenox Drive Lawrenceville,
                         New Jersey 08648
                         Attention: Secretary

                    (b) if to the Purchaser,  at his address as set forth at the
end of this  Agreement,  or at such other  address or addresses as may have been
furnished to the Company in writing.

          SECTION 11. Termination.

                    (a) By the  Purchaser.  The  Purchaser  may  terminate  this
Agreement at any time prior to the Closing.

                    (b) By the Company. The Company may terminate this Agreement
at any time prior to the Closing.

          SECTION 12.  Headings.  The  headings of the various  sections of this
Agreement have been inserted for  convenience of reference only and shall not be
deemed to be part of this Agreement.

          SECTION 13.  Severability.  In case any  provision  contained  in this
Agreement  should be  invalid,  illegal or  unenforceable  in any  respect,  the
validity,  legality and  enforceability  of the remaining  provisions  contained
herein shall not in any way be affected or impaired thereby.

          SECTION 14.  Governing  Law. This  Agreement  shall be governed by and
construed  in  accordance  with the  internal  laws of the State of Delaware and
United States federal law.

          SECTION 15.  Counterparts.  This  Agreement  may be executed in two or
more counterparts, each of which shall constitute an original, but all of which,
when taken  together,  shall  constitute  but one  instrument,  and shall become
effective  when one or more  counterparts  have been signed by each party hereto
and delivered to the other parties.

          IN WITNESS WHEREOF, the parties hereto have caused this Stock Purchase
Agreement  to be executed  by their duly  authorized  representatives  as of the
following date.


Dated:  May 10, 1999
                                       HIGHLANDS INSURANCE GROUP, INC.


                                    By: /s/ Stephen J. Greenberg
                                        __________________________
                                        Stephen J. Greenberg, Vice President




           [Purchaser Signature Page Continues on the Following Page]

<PAGE>


            PURCHASER SIGNATURE PAGE AND QUESTIONNAIRE

          The  undersigned,  Willis T.  King,  Jr.,  hereby  executes  the Stock
Purchase  Agreement with Highlands  Insurance  Group,  Inc. (the  "Company") and
hereby  authorizes  this  signature page to be attached to a counterpart of such
document executed by a duly authorized officer of the Company.

No. of Shares to be Purchased:     454,546

Aggregate Purchase Price:     $5 million

Purchaser  is an  "accredited  investor"  as defined in  Regulation  D under the
Securities Act of 1933.

Name in which Shares are to be registered:  Willis T. King, Jr.

Address of registered holder:     _______________________________

                                  _______________________________


Social Security or Tax ID Number:  ______________________________



                                   /s/ Willis T. King, Jr.
                                   ______________________________
                                   Willis T. King, Jr.
<PAGE>


                           EXHIBIT 5.1

   OPINION AND CONSENT OF SCHNADER HARRISON SEGAL & LEWIS LLP


                                  June 30, 1999

The Board of Directors Highlands Insurance Group, Inc.
1000 Lenox Drive
Lawrenceville, New Jersey 08648

Gentlemen:

          We have  acted as  counsel  to  Highlands  Insurance  Group,  Inc.,  a
Delaware  corporation  (the  "Company"),  in connection with the preparation and
filing  by  the  Company  with  the  Securities  and  Exchange  Commission  of a
Registration  Statement on Form S-3 (the  "Registration  Statement"),  under the
Securities Act of 1933, as amended,  registering 454,546 shares of common stock,
par value $.01 per share (the "Common Stock"), of the Company,  which shares are
being offered or sold by a selling shareholder.

          In so acting,  we have  examined  originals  or copies,  certified  or
otherwise identified to our satisfaction, of such corporate records, agreements,
documents and other instruments,  and such certificates or comparable  documents
of public officials and of officers and representatives of the Company, and have
made such  inquiries  of such  officers and  representatives,  as we have deemed
relevant and necessary as a basis for the opinions hereinafter set forth.

          In  such   examination,   we  have  assumed  the  genuineness  of  all
signatures,  the legal  capacity of natural  persons,  the  authenticity  of all
documents submitted to us as originals,  the conformity to original documents of
all  documents  submitted  to us as  certified  or  photostatic  copies  and the
authenticity of the originals of such latter  documents.  As to all questions of
fact material to this opinion that have not been independently  established,  we
have  relied  upon   certificates  or  comparable   documents  of  officers  and
representatives of the Company.

          Based on the  foregoing,  and  subject  to the  qualifications  stated
herein, we are of the opinion that:

          1. The 454,546 shares of Common Stock  registered by the  Registration
Statement  have been duly  authorized  and are  validly  issued,  fully paid and
nonassessable.

          The opinions expressed herein are limited to the corporate laws of the
State of  Delaware  and we express  no  opinion as to the effect on the  matters
covered by this letter or the laws of any other jurisdiction.

<PAGE>



          The opinions  expressed herein are rendered solely for your benefit in
connection with the  transactions  described  herein.  Those opinions may not be
used or  relied  upon by any other  person,  nor may this  letter or any  copies
thereof be furnished to a third party, filed with a governmental agency, quoted,
cited or otherwise referred to without our prior written consent.

          We  consent  to the  filing  of  this  opinion  as an  exhibit  to the
Registration Statement.

                                   Very truly yours,



                     /s/Schnader Harrison Segal & Lewis LLP
<PAGE>



                           Exhibit 23.1

                Consent of Independent Accountants

The Board of Directors
Highlands Insurance Group, Inc.


          We consent to the  incorporation  by  reference  in this  Registration
Statement on Form S-3 of  Highlands  Insurance  Group,  Inc. of our report dated
March 26, 1999,  with respect to the  consolidated  balance  sheets of Highlands
Insurance Group, Inc. and subsidiaries as of December 31, 1998 and 1997, and the
related   consolidated   statements   of   operations,   stockholders'   equity,
comprehensive  income and cash flows and related schedules for each of the years
in the three-year  period ended  December 31, 1998,  which report appears in the
December 31, 1998 Annual Report on Form 10-K of Highlands  Insurance Group, Inc.
and to the reference to our Firm under the heading "Experts" in the prospectus.



                                   /s/ KPMG LLP


June 29, 1999
Houston, Texas


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