WESTPORT FUNDS
N-30D, 1999-09-03
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                                    The_____
                                    Westport
                                    ___Funds


                                     [LOGO]

                               Semi-Annual Report
                                 June 30, 1999
                                  (Unaudited)

                                  -----------
                                    WESTPORT
                                  INVESTMENTS
                                  -----------

<PAGE>

Letter to Shareholders                                             July 19, 1999
================================================================================

Dear Fellow Shareholder:

First half 1999 was a period of superior performance for The Westport Funds. The
total return of the Westport  Fund  surpassed  the S&P 400 Mid Cap Index by more
than 13 percentage  points. The Westport Fund's 1998  underperformance  has been
erased with an  annualized  return of 22.1% since  inception for the Fund versus
17.5% for the S&P 400 Mid Cap Index. The total return for the Westport Small Cap
Fund  exceeded  the  Russell  2000  Index in  first  half  1999 by more  than 15
percentage  points.  Based on this first half 1999  performance  and second half
1998 results,  Morningstar  ranked the Westport  Small Cap Fund first,  based on
total return, among 238 small cap value funds for the year ended June 30, 1999.

                                Table of Results
                               THE WESTPORT FUNDS
                         Total Returns - June 30, 1999
- --------------------------------------------------------------------------------
                                                                Since Inception*
                                    Six Months      One Year       to 6/30/99
Fund or Index                     Ended 6/30/99   Ended 6/30/99    Annualized
- --------------------------------------------------------------------------------
Westport Fund - Class R                20.1%          20.6%           22.1%
S&P 400 Mid Cap Index                   6.9%          17.2%           17.5%
Westport Small Cap Fund - Class R**    24.4%          28.4%           27.4%
Russell 2000 Index                      9.3%           1.5%            4.3%
- --------------------------------------------------------------------------------

The world economy has benefited in 1999 from the stimulus of monetary easings by
central  banks  worldwide  that began late in third  quarter 1998 and  continued
through second quarter 1999.  The  cumulative  total of monetary  easings during
this period totalled more than 150, including three by the U.S. Federal Reserve.
These injections of liquidity, combined with loans by the IMF, halted the spread
of the financial  crisis that began in Asia and moved to Russia  midway  through
1998 and to Latin  America  during early 1999.  These  actions  averted a global
financial  panic,  limited  the  severity  of  the  liquidity-induced   economic
contractions that followed in a number of highly leveraged Asian economies,  and
supported  domestic  financial markets which moved up strongly in fourth quarter
1998.

Some of the  factors  that  normally  help  U.S.  small  cap and mid cap  stocks
outperform  large cap stocks are:  low  relative  valuations,  a strong  dollar,
accommodative  domestic monetary policy and good earnings growth. The last three
factors  are  generally  associated  with a  strong  domestic  economy  with low
inflation.  All four  factors  were  present  in fourth  quarter  1998 and first
quarter 1999, but small and mid cap stocks did not produce  superior  returns in
this period.  Part of the explanation  was  liquidations by holders of small and
mid cap mutual funds,  in an  environment  of slowing  in-flows to mutual funds,
placing downward  pressure on the stock prices of smaller companies with much of
the monies from liquidation  moving to S&P 500 Index funds.  Beginning in second
quarter 1999, performance leadership changed in favor of smaller companies.  The
shift coincided with investor  recognition  that the aggregate  influence of the
numerous  monetary  easings was beginning to impact more than just financial and
currency  markets.  Asian economies were improving and Latin American  economies
had bottomed out, making current  estimates of global growth too low.  Investors
seemed to require evidence of a broadening of economic growth beyond the U.S. to
ensure a continuation of longer term earnings growth for smaller  companies as a
prerequisite for investing in them.

In the last two years as much as one-third of domestic  economic growth may have
been generated by the development  and deployment of new technology,  much of it
e-commerce  and  communications  related.  The  broad-based  acceptance  of this
technology has had a dramatic  positive  impact on the earnings and stock prices
of  companies   supplying   related   products  and  services.   Communications,
networking,  computing  and  building  blocks such as  semiconductors  have been
significant  beneficiaries.  Semiconductor  suppliers held by The Westport Funds
are participating in this shift to a more information-based economy.

Another  industry that saw a dramatic  improvement in its fortunes in first half
1999 was oil and gas exploration and production.  Oil and gas companies  offered
attractive  valuations  at year end 1998 as  noted  in our 1998  Annual  Report.
Improving  Asian  economies  are  increasing  oil  demand  beyond  initial  1999
expectations   and  both  OPEC  members  and  non-members  such  as  Mexico  are
demonstrating a higher level of cooperation  than in recent years.  The domestic
natural gas  industry is  benefiting  from  increased  use of natural gas as the
preferred fuel for incremental electricity generation. These factors combined to
increase oil and gas prices since the beginning of 1999.

The  investment   strategy  employed  by  The  Westport  Funds  is  to  identify
undervalued  companies  relative to their stock market valuations and a catalyst
to close the valuation  gap. If the strategy is  successfully  implemented,  The
Westport  Funds would expect a number of  portfolio  companies to be acquired by
other  companies  operating  in the same  industry.  In first  half  1999,  four
portfolio holdings in each of The Westport Funds received  acquisition or merger
proposals. The largest gain on a first half acquisition was the cash purchase of
Platinum  Technology  International  by Computer  Associates  International  for
$29.25 per share, producing realized gains of 90% and 122% for the Westport Fund
and Westport Small Cap Fund, respectively.

Westport Fund

The largest industry  commitment for the Westport Fund is computer  software and
related  services,  constituting  approximately  20% of the  portfolio.  All the
industry  companies were purchased at depressed  prices  reflecting a problem or
concern by  investors.  All are currently  benefiting  from the rush by domestic
companies  to  build  e-commerce   capability.   The  second  largest  portfolio
commitment is specialty electronics component manufacturers. The best performers
among these  companies  in first half 1999 were  Anadigics  and  Unitrode,  both
suppliers  of  specialty  wireless   telephony,   computing  and  communications
semiconductors.  Healthcare and banking commitments  continued to disappoint and
all shares of Rural/Metro,  a leading supplier of ambulance services,  were sold
from the portfolio.

Westport Small Cap Fund

The  largest  industry  commitment  of the  Westport  Small Cap Fund,  specialty
semiconductors,  also had the best first half 1999  performance.  The  worldwide
boom in wireless  telephony  and the demand for greater  bandwidth  and speed in
communications were the drivers for the excellent results. Conexant Systems, the
largest  portfolio  holding at June 30, 1999,  also had the best  performance at
247% for the half.  Computer  related products and services is also an important
industry commitment for the Small Cap Fund, and it performed well in the period.
As noted above, the acquisition of Platinum Technology  International produced a
sizeable gain for the Fund, but other holdings such as Unigraphics  Solutions, a
provider of design  software,  majority  owned by EDS, also  recorded  excellent
returns.

The oil and gas industry  segment  provided  excellent first half performance as
well,  with  PennzEnergy  agreeing to merge with Devon Energy for an  unrealized
gain of 39% during the period.

Summary

The current  economic  expansion in the United States  entered its one hundredth
month in July 1999.  Despite the Federal  Reserve's recent 0.25% increase in the
Fed Funds rate, the domestic  economy should  continue to grow at a 2.5% to 3.0%
rate unless the Federal Reserve tightens monetary policy further. Such an action
seems  unlikely  if domestic  inflation  remains at current  subdued  levels and
employment data do not suggest a pick-up in unit labor costs.

If  economic  growth  outside  the U.S.  continues  to improve as well,  smaller
companies  are likely to continue the recent trend of providing  higher  returns
than large cap companies. The key to good investment performance will remain the
identification of undervalued investments. This remains our goal and challenge.

We would like to thank our fellow shareholders for their continuing confidence.

Sincerely,

/s/ Edmund H. Nicklin, Jr.              /s/ Andrew J. Knuth
Edmund H. Nicklin, Jr.                  Andrew J. Knuth
Portfolio Manager                       Portfolio Manager

*    Commencement of operations was January 2, 1998.
**   For total  return and other  information  relating to Class I shares of the
     Westport Small Cap Fund, see the Financial Highlights on page 8.

<PAGE>

<TABLE>
<CAPTION>
THE WESTPORT FUNDS
STATEMENTS OF ASSETS AND LIABILITIES
June 30, 1999 (Unaudited)
==============================================================================================
                                                                                   Westport
                                                                 Westport          Small Cap
                                                                   Fund              Fund
- ----------------------------------------------------------------------------------------------
ASSETS
Investment securities:
<S>                                                            <C>               <C>
   At acquisition cost ....................................    $   6,689,775     $ 127,607,557
                                                               =============     =============
   At market value (Note 2) ...............................    $   8,097,657     $ 156,406,435
Dividends receivable ......................................            4,602            76,849
Receivable for capital shares sold ........................              150           459,881
Receivable for securities sold ............................           36,559           348,955
Organization expenses, net (Note 2) .......................           15,226            15,226
Other assets ..............................................           22,876            27,418
                                                               -------------     -------------
      TOTAL ASSETS ........................................        8,177,070       157,334,764
                                                               -------------     -------------
LIABILITIES
Payable for capital shares redeemed .......................              180            64,659
Payable for securities purchased ..........................           69,200            29,750
Payable to affiliates (Note 4) ............................            4,126           157,306
Other accrued expenses and liabilities ....................            8,780            32,607
                                                               -------------     -------------
      TOTAL LIABILITIES ...................................           82,286           284,322
                                                               -------------     -------------

NET ASSETS ................................................    $   8,094,784     $ 157,050,442
                                                               =============     =============

Net assets consist of:
Paid-in capital ...........................................    $   6,469,017     $ 126,977,097
Accumulated net investment loss ...........................          (28,094)         (205,245)
Accumulated net realized gains from security transactions .          245,979         1,479,712
Net unrealized appreciation on investments ................        1,407,882        28,798,878
                                                               -------------     -------------
Net assets ................................................    $   8,094,784     $ 157,050,442
                                                               =============     =============
PRICING OF CLASS R SHARES
Net assets attributable to Class R shares .................    $   8,094,784     $  51,238,280
                                                               =============     =============
Shares of beneficial interest outstanding (unlimited
   number of shares authorized, no par value) (Note 5) ....          601,158         3,568,921
                                                               =============     =============
Net asset value, offering price and
   redemption price per share (Note 2) ....................    $       13.47     $       14.36
                                                               =============     =============
PRICING OF CLASS I SHARES
Net assets attributable to Class I shares .................    $          --     $ 105,812,162
                                                               =============     =============
Shares of beneficial interest outstanding (unlimited number
        of shares authorized, no par value) (Note 5) ......               --         7,363,044
                                                               =============     =============
Net asset value, offering price and
   redemption price per share (Note 2) ....................    $          --     $       14.37
                                                               =============     =============
</TABLE>

See accompanying notes to financial statements.

<PAGE>

<TABLE>
<CAPTION>
THE WESTPORT FUNDS
STATEMENTS OF OPERATIONS
For the Six Months Ended June 30, 1999 (Unaudited)
==================================================================================================
                                                                                        Westport
                                                                       Westport        Small Cap
                                                                         Fund             Fund
- --------------------------------------------------------------------------------------------------
INVESTMENT INCOME
<S>                                                                  <C>              <C>
   Dividends ....................................................    $     18,133     $    460,967
                                                                     ------------     ------------
EXPENSES
   Investment advisory fees (Note 4) ............................          27,756          477,631
   Administration fees (Note 4) .................................           6,000           55,987
   Professional fees ............................................          27,415           27,415
   Accounting services fees (Note 4) ............................          12,000           19,500
   Registration fees, Common ....................................           2,552           21,247
   Registration fees, Class R ...................................           3,296            5,905
   Registration fees, Class I ...................................           3,704            3,519
   Transfer agent fees, Class R (Note 4) ........................           7,200           15,687
   Transfer agent fees, Class I (Note 4) ........................              --            6,000
   Shareholder servicing fees, Class R (Note 4) .................              --           14,481
   Custodian fees ...............................................           2,567           11,470
   Shareholder reporting costs ..................................           2,337            3,464
   Amortization of organization expenses (Note 2) ...............           2,175            2,175
   Trustees' fees and expenses ..................................           1,463            1,463
   Other expenses ...............................................           5,012              268
                                                                     ------------     ------------
      TOTAL EXPENSES ............................................         103,477          666,212
   Fees waived and/or expenses reimbursed by the Adviser (Note 4)         (57,250)              --
                                                                     ------------     ------------
      NET EXPENSES ..............................................          46,227          666,212
                                                                     ------------     ------------

NET INVESTMENT LOSS .............................................         (28,094)        (205,245)
                                                                     ------------     ------------
REALIZED AND UNREALIZED GAINS ON INVESTMENTS
   Net realized gains from security transactions ................         275,196        1,545,534
   Net change in unrealized appreciation/
      depreciation on investments ...............................       1,000,451       25,030,078
                                                                     ------------     ------------

NET REALIZED AND UNREALIZED GAINS ON INVESTMENTS ................       1,275,647       26,575,612
                                                                     ------------     ------------

NET INCREASE IN NET ASSETS FROM OPERATIONS ......................    $  1,247,553     $ 26,370,367
                                                                     ============     ============
</TABLE>

See accompanying notes to financial statements.

<PAGE>

<TABLE>
<CAPTION>
THE WESTPORT FUNDS
STATEMENTS OF CHANGES IN NET ASSETS
For the Periods Ended June 30, 1999 and December 31, 1998
=================================================================================================================================
                                                                       Westport Fund                  Westport Small Cap Fund
                                                              -------------------------------     -------------------------------
                                                                Six Months           Year           Six Months           Year
                                                                  Ended             Ended             Ended             Ended
                                                              June 30, 1999      December 31,     June 30, 1999      December 31,
                                                               (Unaudited)           1998          (Unaudited)           1998
- ---------------------------------------------------------------------------------------------------------------------------------
FROM OPERATIONS:
<S>                                                           <C>               <C>               <C>               <C>
   Net investment loss ...................................    $     (28,094)    $     (27,293)    $    (205,245)    $     (91,013)
   Net realized gains (losses) from security transactions           275,196           (29,217)        1,545,534           (65,822)
   Net change in unrealized appreciation/depreciation
      on investments .....................................        1,000,451           407,431        25,030,078         3,768,800
                                                              -------------     -------------     -------------     -------------
Net increase in net assets from operations ...............        1,247,553           350,921        26,370,367         3,611,965
                                                              -------------     -------------     -------------     -------------
FROM CAPITAL SHARE TRANSACTIONS (Note 5):
CLASS R
   Proceeds from shares sold .............................        2,035,761         7,691,385        30,954,584        20,616,984
   Payments for shares redeemed ..........................       (1,287,430)       (1,993,406)       (8,848,059)       (1,845,989)
                                                              -------------     -------------     -------------     -------------
Net increase in net assets from Class R share transactions          748,331         5,697,979        22,106,525        18,770,995
                                                              -------------     -------------     -------------     -------------
CLASS I
   Proceeds from shares sold .............................               --                --        55,615,183        32,884,086
   Payments for shares redeemed ..........................               --                --          (908,548)       (1,450,131)
                                                              -------------     -------------     -------------     -------------
Net increase in net assets from Class I share transactions               --                --        54,706,635        31,433,955
                                                              -------------     -------------     -------------     -------------
Net increase in net assets from capital share transactions          748,331         5,697,979        76,813,160        50,204,950
                                                              -------------     -------------     -------------     -------------

TOTAL INCREASE IN NET ASSETS .............................        1,995,884         6,048,900       103,183,527        53,816,915

NET ASSETS:
   Beginning of period (Note 1) ..........................        6,098,900            50,000        53,866,915            50,000
                                                              -------------     -------------     -------------     -------------
   End of period .........................................    $   8,094,784     $   6,098,900     $ 157,050,442     $  53,866,915
                                                              =============     =============     =============     =============
</TABLE>

See accompanying notes to financial statements.

<PAGE>

THE WESTPORT FUNDS
WESTPORT FUND
FINANCIAL HIGHLIGHTS
================================================================================
   Per Share Data for a Share Outstanding Throughout Each Period
- --------------------------------------------------------------------------------
                                                               Class R
                                                       -----------------------
                                                     Six Months         Year
                                                        Ended          Ended
                                                    June 30, 1999   December 31,
                                                     (Unaudited)        1998
- --------------------------------------------------------------------------------
Net asset value at beginning of period ............    $  11.22       $  10.00
                                                       --------       --------
Income from investment operations:
   Net investment loss ............................       (0.05)         (0.05)
   Net realized and unrealized gains on investments        2.30           1.27
                                                       --------       --------
Total from investment operations ..................        2.25           1.22
                                                       --------       --------

Net asset value at end of period ..................    $  13.47       $  11.22
                                                       ========       ========

Total return ......................................      20.05%         12.20%
                                                       ========       ========

Net assets at end of period (000's) ...............    $  8,095       $  6,099
                                                       ========       ========

Ratio of net expenses to average net assets .......       1.50%(B)       1.50%

Ratio of gross expenses to average net assets(A) ..       3.23%(B)       3.60%

Ratio of net investment loss to average net assets       (0.91%)(B)     (0.71%)

Portfolio turnover rate ...........................         62%(B)         63%

(A)  Represents  the ratio of expenses to average net assets  absent fee waivers
     and/or expense reimbursements by the Adviser (Note 4).

(B)  Annualized.

See accompanying notes to financial statements.

<PAGE>

<TABLE>
<CAPTION>
THE WESTPORT FUNDS
WESTPORT SMALL CAP FUND
FINANCIAL HIGHLIGHTS
=======================================================================================================================
                                                          Per Share Data for a Share Outstanding Throughout Each Period
- -----------------------------------------------------------------------------------------------------------------------
                                                                  Class R                            Class I
                                                       -----------------------------      -----------------------------
                                                       Six Months            Year         Six Months          Period
                                                          Ended             Ended            Ended             Ended
                                                      June 30, 1999      December 31,    June 30, 1999      December 31,
                                                       (Unaudited)           1998         (Unaudited)          1998(A)
- -----------------------------------------------------------------------------------------------------------------------
<S>                                                    <C>                <C>             <C>                <C>
Net asset value at beginning of period ............    $    11.54         $    10.00      $    11.55         $    10.92
                                                       ----------         ----------      ----------         ----------
Income from investment operations:
   Net investment loss ............................         (0.02)             (0.02)          (0.02)             (0.02)
   Net realized and unrealized gains on investments          2.84               1.56            2.84               0.65
                                                       ----------         ----------      ----------         ----------
Total from investment operations ..................          2.82               1.54            2.82               0.63
                                                       ----------         ----------      ----------         ----------

Net asset value at end of period ..................    $    14.36         $    11.54      $    14.37         $    11.55
                                                       ==========         ==========      ==========         ==========

Total return ......................................        24.44%             15.40%          24.42%              5.77%
                                                       ==========         ==========      ==========         ==========

Net assets at end of period (000's) ...............    $   51,238         $   20,637      $  105,812         $   33,230
                                                       ==========         ==========      ==========         ==========

Ratio of net expenses to average net assets .......         1.48%(C)           1.50%           1.33%(C)           1.50%(C)

Ratio of gross expenses to average net assets(B) ..         1.48%(C)           1.79%           1.33%(C)           1.64%(C)

Ratio of net investment loss to average net assets         (0.54%)(C)         (0.39%)         (0.37%)(C)         (0.36%)(C)

Portfolio turnover rate ...........................           22%(C)             19%             22%(C)             19%
</TABLE>

(A)  Represents the period from the initial public offering of shares  (February
     16, 1998) through December 31, 1998.

(B)  Represents  the ratio of expenses to average net assets  absent fee waivers
     and/or expense reimbursements by the Adviser.

(C)  Annualized.

See accompanying notes to financial statements.

<PAGE>

THE WESTPORT FUNDS
NOTES TO FINANCIAL STATEMENTS
June 30, 1999 (Unaudited)
================================================================================

1.   ORGANIZATION

The Westport Funds (the Trust) is registered under the Investment Company Act of
1940 (the 1940 Act), as a diversified,  no-load,  open-end management investment
company.  The  Trust  was  organized  as  a  Delaware  business  trust  under  a
Declaration  of Trust dated  September 17, 1997. The Trust has  established  two
separate series:  the Westport Fund and the Westport Small Cap Fund (the Funds).
The Trust was  capitalized on December 16, 1997, when the initial shares of each
Fund were purchased at $10 per share. Except for the initial purchase of shares,
the Trust had no operations  prior to the  commencement of operations on January
2, 1998.

The Westport Fund seeks a return composed of primarily capital  appreciation and
secondarily   current  income  by  investing  the  majority  of  its  assets  in
undervalued equity securities of attractive mid capitalization  companies. A mid
capitalization  company  has a market  capitalization  between $1 billion and $5
billion.

The Westport Small Cap Fund seeks long-term capital appreciation by investing at
least 65% of its total assets in the equity  securities of small  capitalization
companies.  A small  capitalization  company has a market  capitalization  of $1
billion or less at the time of the Fund's investment.

Each of the Funds is authorized  to offer two classes of shares:  Class R shares
and  Class I  shares.  Each  Class R and  Class  I  share  of a Fund  represents
identical  interests in the Fund's  assets and has the same rights,  except that
(i) Class I shares are expected to have lower  operating  expenses over time due
to a  shareholder  services  plan adopted with respect to Class R shares of each
Fund (Note 4), and (ii) certain other class  specific  expenses are borne solely
by the class to which such expenses are  attributable.  As of June 30, 1999, the
public offering of Class I shares of the Westport Fund had not commenced.

2.   SIGNIFICANT ACCOUNTING POLICIES

The following is a summary of the Trust's significant accounting policies:

Security valuation - The Funds' portfolio  securities are valued as of the close
of  business of the  regular  session of trading on the New York Stock  Exchange
(normally  4:00 p.m.,  Eastern  time).  Securities  traded on a  national  stock
exchange or quoted by NASDAQ are valued at the last  reported  sale price on the
principal  exchange  where  the  security  is  traded  or,  if not  traded  on a
particular   day,  at  the  closing   bid  price.   Securities   traded  in  the
over-the-counter  market,  and which are not quoted by NASDAQ, are valued at the
last  sale  price,  if  available,  otherwise,  at the last  quoted  bid  price.
Securities for which market  quotations are not readily  available are valued at
their fair value as  determined in good faith in  accordance  with  consistently
applied procedures established by and under the general supervision of the Board
of Trustees.

Share  valuation - The net asset value per share of each class of shares of each
Fund is  calculated  daily by  dividing  the  total  value  of a  Fund's  assets
attributable to that class, less liabilities  attributable to that class, by the
number of shares of that class  outstanding.  The offering  price and redemption
price per share of both classes of shares of each Fund is equal to the net asset
value per share.

<PAGE>

Investment  income  and  distributions  to  shareholders  -  Dividend  income is
recorded  on the  ex-dividend  date.  Interest  income  is  accrued  as  earned.
Dividends  arising  from net  investment  income,  if any, are declared and paid
annually.  Net  capital  gains  (net  long-term  capital  gains in excess of net
short-term capital losses), if any, are distributed at least annually.

Organization  expenses - Expenses of organization  have been capitalized and are
being  amortized on a  straight-line  basis over five years. In the event any of
the initial shares of a Fund are redeemed during the  amortization  period,  the
redemption  proceeds  will be reduced by a pro rata  portion of any  unamortized
organization  expenses in the same  proportion  as the number of initial  shares
being redeemed bears to the number of initial shares of the Fund  outstanding at
the time of the redemption.

Security  transactions  - Security  transactions  are accounted for on the trade
date. Securities sold are determined on a specific identification basis.

Estimates - The preparation of financial statements in conformity with generally
accepted  accounting  principles  requires  management  to  make  estimates  and
assumptions  that affect the reported  amounts of assets and  liabilities at the
date of the financial statements and the reported amounts of income and expenses
during the reporting period. Actual results could differ from those estimates.

Federal  income  tax - It is each  Fund's  policy  to  comply  with the  special
provisions  of the  Internal  Revenue Code  available  to  regulated  investment
companies.  As provided therein, in any fiscal year in which a Fund so qualifies
and  distributes  at least 90% of its taxable net income,  the Fund (but not the
shareholders) will be relieved of federal income tax on the income  distributed.
Accordingly, no provision for income taxes has been made.

In  order  to  avoid  imposition  of the  excise  tax  applicable  to  regulated
investment  companies,  it is also each Fund's intention to declare as dividends
in each calendar year at least 98% of its net  investment  income (earned during
the calendar year) and 98% of its net realized  capital gains (earned during the
twelve months ended October 31) plus undistributed amounts from prior years.

The following information is based upon the federal income tax cost of portfolio
investments as of June 30, 1999:

- --------------------------------------------------------------------------------
                                               Westport             Westport
                                                 Fund            Small Cap Fund
- --------------------------------------------------------------------------------
Gross unrealized appreciation ........       $   1,690,311        $  32,191,234
Gross unrealized depreciation ........            (300,438)          (3,454,495)
                                             -------------        -------------
Net unrealized appreciation ..........       $   1,389,873        $  28,736,739
                                             =============        =============
Federal income tax cost ..............       $   6,707,784        $ 127,669,696
                                             =============        =============
- --------------------------------------------------------------------------------

The difference between the federal income tax cost of portfolio  investments and
the acquisition cost is due to certain timing  differences in the recognition of
capital losses under income tax  regulations and generally  accepted  accounting
principles.

As of December 31, 1998,  the Westport Fund and the Westport  Small Cap Fund had
capital  loss  carryforwards  for  federal  income tax  purposes  of $11,208 and
$3,683,  respectively,  which expire on December 31,  2006.  These  capital loss
carryforwards  may be utilized  in the  current  and future  years to offset net
realized capital gains prior to distributing such gains to shareholders.

3.   INVESTMENT TRANSACTIONS

For the six months ended June 30,  1999,  cost of  purchases  and proceeds  from
sales of portfolio securities,  other than short-term  investments,  amounted to
$1,969,851 and $1,854,537,  respectively, for the Westport Fund, and $69,351,440
and $9,729,417, respectively, for the Westport Small Cap Fund.

4.   TRANSACTIONS WITH AFFILIATES

Certain  trustees  and  officers  of the Trust  are also  officers  of  Westport
Advisers,  LLC (the Adviser),  or of Countrywide Fund Services,  Inc. (CFS), the
administrative  services agent,  shareholder  servicing and transfer agent,  and
accounting services agent for the Trust.

INVESTMENT ADVISORY AGREEMENT
The Funds'  investments  are managed by the Adviser  pursuant to the terms of an
Advisory  Agreement.  Each Fund pays the Adviser an investment  management  fee,
computed  and  accrued  daily and paid  monthly,  at an annual  rate of 0.90% of
average daily net assets for the Westport  Fund,  and at an annual rate of 1.00%
of average daily net assets for the Westport Small Cap Fund.

In order to voluntarily  reduce  operating  expenses of the Westport Fund during
the six months ended June 30, 1999, the Adviser waived investment  advisory fees
of $27,756 and  reimbursed the Fund for $15,294 of common  expenses,  $10,496 of
Class R expenses and $3,704 of Class I expenses.

ADMINISTRATION AGREEMENT
Under the terms of an  Administration  Agreement,  CFS  supplies  non-investment
related administrative and compliance services for the Funds. CFS supervises the
preparation of tax returns, reports to shareholders, reports to and filings with
the Securities and Exchange  Commission and state  securities  commissions,  and
materials  for  meetings  of the  Board of  Trustees.  For these  services,  CFS
receives a monthly fee from each Fund at an annual rate of 0.125% on its average
daily net assets up to $50  million;  0.10% on the next $50  million of such net
assets;  and 0.075% on such net assets in excess of $100  million,  subject to a
minimum monthly fee.

TRANSFER AGENT AGREEMENT
Under the terms of a Transfer, Dividend Disbursing, Shareholder Service and Plan
Agency  Agreement,  CFS  maintains  the records of each  shareholder's  account,
answers shareholders'  inquiries concerning their accounts,  processes purchases
and  redemptions  of the  Funds'  shares,  acts  as  dividend  and  distribution
disbursing agent and performs other  shareholder  service  functions.  For these
services,  CFS  receives  a monthly  fee from each Fund  based on the  number of
shareholder  accounts in each class,  subject to a minimum  monthly fee for each
class  of  shares.  In  addition,  each  Fund  pays CFS  out-of-pocket  expenses
including, but not limited to, postage and supplies.

ACCOUNTING SERVICES AGREEMENT
Under the terms of an Accounting  Services  Agreement,  CFS calculates the daily
net asset value per share and maintains  the financial  books and records of the
Funds.  For these  services,  CFS  receives  a monthly  fee from each  Fund.  In
addition,  each Fund pays CFS certain out-of-pocket  expenses incurred by CFS in
obtaining valuations of such Fund's portfolio securities.

<PAGE>

SHAREHOLDER SERVICES PLAN
The Trust has adopted a shareholder services plan with respect to Class R shares
of each Fund.  Under this plan, the Trust may enter into agreements  pursuant to
which a shareholder  servicing agent performs certain  shareholder  services not
otherwise provided by the transfer agent. For these services, each Fund pays the
shareholder servicing agent a fee of up to 0.25% of the average daily net assets
attributable  to the Class R shares owned by investors for which the shareholder
servicing  agent  maintains a servicing  relationship.  For the six months ended
June 30, 1999, shareholder servicing fees of $14,481 were paid by Class R shares
of the Westport Small Cap Fund.

DISTRIBUTION AGREEMENT
The Trust has entered into a Distribution  Agreement on behalf of the Funds with
CW Fund  Distributors,  Inc.  (the  Distributor).  Pursuant to the  Distribution
Agreement,  the  Distributor  acts as  distributor  of each Fund's  shares.  The
Distributor  receives no  compensation  for its  services and is an affiliate of
CFS.

5.   CAPITAL SHARE TRANSACTIONS

Proceeds and payments on capital shares as shown in the Statements of Changes in
Net Assets are the result of the following capital share transactions:

<TABLE>
<CAPTION>
- --------------------------------------------------------------------------------------------------
                                                   Westport                      Westport
                                                     Fund                     Small Cap Fund
                                           -------------------------     -------------------------
                                          Six Months         Year       Six Months         Year
                                             Ended          Ended          Ended          Ended
                                         June 30, 1999   December 31,  June 30, 1999   December 31,
                                          (Unaudited)        1998       (Unaudited)        1998
- --------------------------------------------------------------------------------------------------
CLASS R
<S>                                        <C>            <C>            <C>            <C>
Shares sold ...........................       171,935        722,348      2,478,310      1,956,945
Shares redeemed .......................      (114,576)      (183,549)      (696,945)      (174,389)
                                           ----------     ----------     ----------     ----------
Net increase in shares outstanding ....        57,359        538,799      1,781,365      1,782,556
Shares outstanding, beginning of period       543,799          5,000      1,787,556          5,000
                                           ----------     ----------     ----------     ----------
Shares outstanding, end of period .....       601,158        543,799      3,568,921      1,787,556
                                           ==========     ==========     ==========     ==========

CLASS I
Shares sold ...........................            --             --      4,556,536      3,016,287
Shares redeemed .......................            --             --        (70,805)      (138,974)
                                           ----------     ----------     ----------     ----------
Net increase in shares outstanding ....            --             --      4,485,731      2,877,313
Shares outstanding, beginning of period            --             --      2,877,313             --
                                           ----------     ----------     ----------     ----------

Shares outstanding, end of period .....            --             --      7,363,044      2,877,313
                                           ==========     ==========     ==========     ==========
- --------------------------------------------------------------------------------------------------
</TABLE>

<PAGE>

WESTPORT FUND
PORTFOLIO OF INVESTMENTS
June 30, 1999 (Unaudited)
================================================================================
                                                                      Market
COMMON STOCKS - 88.1%                                     Shares       Value
- --------------------------------------------------------------------------------
BROADCASTING/CABLE TV - 9.1%
Cox Radio, Inc. - Class A(a) .....................         6,700   $    363,475
MediaOne Group, Inc.(a) ..........................         5,000        371,875
                                                                   ------------
                                                                        735,350
                                                                   ------------
BUSINESS PRODUCTS & SERVICES - 22.9%
Acxiom Corporation(a) ............................         6,000        149,625
Parametric Technology Corporation(a) .............        15,000        208,125
Policy Management Systems Corporation(a) .........        10,000        300,000
Rational Software Corporation(a) .................        14,500        477,594
Reynolds & Reynolds Company (The) - Class A ......        14,000        326,375
Shared Medical Systems Corporation ...............         6,000        391,500
                                                                   ------------
                                                                      1,853,219
                                                                   ------------
CONSUMER PRODUCTS & SERVICES - 10.1%
Consolidated Stores Corporation(a) ...............         7,500        202,500
Duane Reade, Inc.(a) .............................         7,000        214,375
Harcourt General, Inc. ...........................         4,000        206,250
Whitehall Jewellers, Inc.(a) .....................         7,400        197,487
                                                                   ------------
                                                                        820,612
                                                                   ------------
FINANCE - 0.8%
Freedom Securities Corporation ...................         4,000         68,500
                                                                   ------------
HEALTH CARE - 9.8%
Lincare Holdings, Inc.(a) ........................         8,000        200,000
Quorum Health Group, Inc.(a) .....................        30,000        376,875
Universal Health Services, Inc. - Class B(a) .....         4,500        214,875
                                                                   ------------
                                                                        791,750
                                                                   ------------
INDUSTRIAL SPECIALTY PRODUCTS - 17.5%
Anadigics, Inc.(a) ...............................         8,000        296,000
C&D Technologies, Inc. ...........................        11,000        336,875
JLG Industries, Inc. .............................         8,000        163,000
Strattec Security Corporation(a) .................         6,500        219,375
Unitrode Corporation(a) ..........................        14,000        401,625
                                                                   ------------
                                                                      1,416,875
                                                                   ------------
OIL & GAS PRODUCERS - 4.8%
Pogo Producing Company ...........................        14,500        270,062
Southwestern Energy Company ......................        11,000        116,188
                                                                   ------------
                                                                        386,250
                                                                   ------------
OIL & GAS SERVICES - 1.9%
Transocean Offshore, Inc. ........................         6,000        157,500
                                                                   ------------
REGIONAL BANKS & THRIFTS - 3.5%
Republic Banking Corporation of Florida ..........         7,500        144,375
Sterling Financial Corporation(a) ................        10,000        138,125
                                                                   ------------
                                                                        282,500
                                                                   ------------
SECURITY PRODUCTS & SERVICES - 2.5%
Pittston Brink's Group ...........................         7,500        200,625
                                                                   ------------

<PAGE>

WESTPORT FUND
PORTFOLIO OF INVESTMENTS (Continued)
June 30, 1999 (Unaudited)
================================================================================
                                                                      Market
COMMON STOCKS - 88.1% (Continued)                         Shares       Value
- --------------------------------------------------------------------------------
TRANSPORTATION - 2.4%
Airborne Freight Corporation .....................         7,000   $    193,812
                                                                   ------------
UTILITIES - 2.8%
El Paso Electric Company(a) ......................        25,000        223,438
                                                                   ------------

TOTAL COMMON STOCKS (Cost $5,722,549) ............                 $  7,130,431
                                                                   ------------

MONEY MARKETS - 11.9%
Firstar Stellar Treasury Fund (Cost $967,226) ....       967,226   $    967,226
                                                                   ------------

TOTAL INVESTMENT SECURITIES - 100.0% (Cost $6,689,775)             $  8,097,657

LIABILITIES IN EXCESS OF OTHER ASSETS - (0.0)% ...                       (2,873)
                                                                   ------------

NET ASSETS - 100.0% ..............................                 $  8,094,784
                                                                   ============

(a)  Non-income producing security.

See accompanying notes to financial statements.

<PAGE>

WESTPORT SMALL CAP FUND
PORTFOLIO OF INVESTMENTS
June 30, 1999 (Unaudited)
================================================================================
                                                                      Market
COMMON STOCKS - 87.7%                                     Shares       Value
- --------------------------------------------------------------------------------
AIRCRAFT MAINTENANCE & SERVICES - 1.2%
AAR Corporation ..................................        81,250   $  1,843,359
                                                                   ------------
BROADCASTING/CABLE TV - 3.2%
Cox Radio, Inc. - Class A(a) .....................        19,700      1,068,725
Emmis Communications Corporation(a) ..............        80,700      3,984,563
                                                                   ------------
                                                                      5,053,288
                                                                   ------------
BUSINESS PRODUCTS & SERVICES - 17.2%
Aspen Technology, Inc.(a) ........................       225,000      2,643,750
Barrett Business Services, Inc.(a) ...............        79,100        672,350
Billing Concepts Corporation(a) ..................       250,000      2,796,875
Policy Management Systems Corporation(a) .........       154,750      4,642,500
Rational Software Corporation(a) .................       100,000      3,293,750
Reynolds and Reynolds Company (The) - Class A ....       202,600      4,723,113
Unigraphics Solutions, Inc.(a) ...................       298,300      5,611,769
Volt Information Sciences, Inc.(a) ...............       112,912      2,582,862
                                                                   ------------
                                                                     26,966,969
                                                                   ------------
CONSUMER PRODUCTS & SERVICES - 12.8%
Applebee's International, Inc. ...................        50,000      1,506,250
Consolidated Stores Corporation(a) ...............       105,506      2,848,662
Duane Reade, Inc.(a) .............................       165,800      5,077,625
Gaylord Entertainment Company ....................        75,000      2,250,000
Houghton Mifflin Company .........................       100,000      4,706,250
Ruby Tuesday, Inc. ...............................       131,300      2,494,700
Whitehall Jewellers, Inc.(a) .....................        45,500      1,214,281
                                                                   ------------
                                                                     20,097,768
                                                                   ------------
HEALTH CARE - 4.3%
Quorum Health Group, Inc.(a) .....................       256,000      3,216,000
Universal Health Services, Inc. - Class B(a) .....        73,900      3,528,725
                                                                   ------------
                                                                      6,744,725
                                                                   ------------
INDUSTRIAL SERVICES - 3.9%
ITT Educational Services, Inc.(a) ................       158,000      4,117,875
XTRA Corporation .................................        43,100      1,979,906
                                                                   ------------
                                                                      6,097,781
                                                                   ------------
INDUSTRIAL SPECIALTY PRODUCTS - 17.0%
Alpha Industries, Inc.(a) ........................        83,775      3,989,784
Anadigics, Inc.(a) ...............................        66,200      2,449,400
C&D Technologies, Inc. ...........................       134,400      4,116,000
Conexant Systems, Inc.(a) ........................       135,000      7,838,438
JLG Industries, Inc. .............................        50,000      1,018,750
Rogers Corporation(a) ............................        48,500      1,430,750
Unitrode Corporation(a) ..........................       206,500      5,923,969
                                                                   ------------
                                                                     26,767,091
                                                                   ------------
MEDICAL PRODUCT WHOLESALERS - 3.1%
Bindley Western Industries, Inc. .................       107,644      2,482,540
Owens & Minor, Inc. ..............................       210,250      2,312,750
                                                                   ------------
                                                                      4,795,290
                                                                   ------------

<PAGE>

WESTPORT SMALL CAP FUND
PORTFOLIO OF INVESTMENTS (Continued)
June 30, 1999 (Unaudited)
================================================================================
                                                                      Market
COMMON STOCKS - 87.7% (Continued)                         Shares       Value
- --------------------------------------------------------------------------------
OIL & GAS PRODUCERS - 3.4%
PennzEnergy Company ..............................       320,600   $  5,350,012
                                                                   ------------
REGIONAL BANKS & THRIFTS - 9.2%
Downey Financial Corporation .....................       100,000      2,193,750
Harbor Florida Bancshares, Inc. ..................       150,000      1,837,500
PBOC Holdings, Inc.(a) ...........................       102,500      1,025,000
People's Bank ....................................        84,000      2,556,750
Republic Banking Corporation of Florida ..........        50,000        962,500
Seacoast Financial Services Corporation(a) .......       186,925      2,126,272
Staten Island Bancorp, Inc. ......................        80,000      1,440,000
Sterling Financial Corporation(a) ................       102,000      1,408,875
Timberland Bancorp ...............................        70,400        827,200
                                                                   ------------
                                                                     14,377,847
                                                                   ------------
SECURITY PRODUCTS & SERVICES - 2.0%
Checkpoint Systems, Inc.(a) ......................       115,800      1,034,963
Sensormatic Electronics Corporation(a) ...........       156,200      2,177,038
                                                                   ------------
                                                                      3,212,001
                                                                   ------------
TRANSPORTATION - 4.9%
Airborne Freight Corporation .....................        36,900      1,021,668
Air Express International Corporation ............       151,100      3,834,162
Circle International Group, Inc. .................        24,750        541,406
Fritz Companies, Inc.(a) .........................       164,200      1,765,150
Pittston BAX Group ...............................        48,475        460,512
                                                                   ------------
                                                                      7,622,898
                                                                   ------------
UTILITIES - 1.0%
El Paso Electric Company(a) ......................       182,850      1,634,222
                                                                   ------------

OTHER - 4.5%                                             218,001      7,088,525
                                                                   ------------

TOTAL COMMON STOCKS (Cost $108,852,898) ..........                 $137,651,776
                                                                   ------------

MONEY MARKETS - 11.9%
Firstar Stellar Treasury Fund (Cost $18,754,659) .    18,754,659   $ 18,754,659
                                                                   ------------

TOTAL INVESTMENT SECURITIES - 99.6% (Cost $127,607,557)            $156,406,435

OTHER ASSETS IN EXCESS OF LIABILITIES - 0.4% .....                      644,007
                                                                   ------------

NET ASSETS - 100.0%                                                $157,050,442
                                                                   ============

(a)  Non-income producing security.

See accompanying notes to financial statements.

<PAGE>

THE WESTPORT FUNDS

WESTPORT FUND
WESTPORT SMALL CAP FUND

SHAREHOLDER SERVICES
888-593-7878

INVESTMENT ADVISER
Westport Advisers, LLC
253 Riverside Avenue
Westport, Connecticut 06880
203-227-3601

BOARD OF TRUSTEES
Raymond J. Armstrong
Stephen E. Milman
Edmund H. Nicklin, Jr.
Ronald H. Oliver
D. Bruce Smith, II

TRANSFER AGENT
Countrywide Fund Services, Inc.
P.O. Box 5354
Cincinnati, Ohio 45201-5354

DISTRIBUTOR
CW Fund Distributors, Inc.
312 Walnut Street, 21st Floor
Cincinnati, Ohio 45202

This  report is  authorized  for  distribution  only when it is  accompanied  or
preceded by a current prospectus of The Westport Funds.



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