<PAGE>
UNITED STATES
SECURITIES AND EXCHANGE COMMISSION
WASHINGTON, D.C. 20549
Form 13F
Form 13F COVER PAGE
Report for the Calendar Year or Quarter Ended: June 30, 2000
Check here if Amendment [ ]; Amendment Number:
This Amendment (Check only one.): [ ] is a restatement.
[ ] adds new holdings
entries.
Institutional Investment Manager Filing this Report:
Name: Prospector Partners, LLC
Address: The Webster Memorial Building
36 Trumball Street
Hartford, CT 06103-2404
Form 13F File Number: 28-4685
The institutional investment manager filing this report and the
person by whom it is signed hereby represent that the person
signing the report is authorized to submit it, that all
information contained herein is true, correct and complete, and
that it is understood that all required items, statements,
schedules, lists, and tables, are considered integral parts of
this form.
Person Signing this Report on Behalf of Reporting Manager:
Name: John D. Gillespie
Title: Managing Member
Phone: (860) 560-6200
Signature, Place, and Date of Signing:
/s/ John D. Gillespie Hartford, CT 8/14/2000
_____________________ _______________ ______________
[Signature] [City, State] [Date]
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Report Type (Check only one.):
[X] 13F HOLDINGS REPORT. (Check here if all holdings of
this reporting manager are reported in this report.)
[ ] 13F NOTICE. (Check here if no holdings reported are in
this report, and all holdings are reported by other
reporting manager(s).)
[ ] 13F COMBINATION REPORT. (Check here if a portion of the
holdings for this reporting manager are reported in this
report and a portion are reported by other reporting
manager(s).)
List of Other Managers Reporting for this Manager:
[If there are no entries in this list, omit this section.]
Form 13F File Number Name
28-
[Repeat as necessary.]
2
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Form 13F SUMMARY PAGE
Report Summary:
Number of Other Included Managers: 0
Form 13F Information Table Entry Total: 85
Form 13F Information Table Value Total: $162,026
[thousands]
List of Other Included Managers:
Provide a numbered list of the name(s) and Form 13F file
number(s) of all institutional investment managers with respect
to which this report is filed, other than the manager filing this
report.
[If there are no entries in this list, state "NONE" and omit the
column headings and list entries.]
No. Form 13F File Number Name
28-
[Repeat as necessary.]
3
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<TABLE>
13F Report
6/30/00
PROSPECTOR PARTNERS, LLC (Hartford)
<CAPTION>
ITEM 1 ITEM 2 ITEM 3 ITEM 4 ITEM 5 ITEM 6 ITEM 7 ITEM 8
------ ------ ------ ------ ------ ------ ------ ------
FAIR
TITLE CUSIP MARKET SHRS OR INVESTMENT OTHER VOTING AUTHORITY
NAME OF ISSUER OF CLASS NUMBER VALUE PRN AMT SH/PRN PUT/CALL DISCRETION MANAGERS SOLE SHARED NONE
-------------- -------- ------ ------ ------- ------ -------- ----------- -------- ---- ------ ----
<S> <C> <C> <C> <C> <C> <C> <C> <C> <C> <C> <C>
ACE LTD COM COMMON STOCK G0070K103 4732 169000 SH SOLE 169000 0 0
ADVANTA CORP
USD.01 CL-B NONVT COMMON STOCK 007942204 191 22500 SH SOLE 22500 0 0
AETNA INC COM COMMON STOCK 008117103 2619 40800 SH SOLE 40800 0 0
AFFILIATED COMPUTER
SERVICES I COMMON STOCK 008190100 447 13500 SH SOLE 13500 0 0
ALLEGHANY CORP DEL
NEW COM COMMON STOCK 017175100 3763 22400 SH SOLE 22400 0 0
ALLSTATE CORP COM COMMON STOCK 020002101 1268 57000 SH SOLE 57000 0 0
AMBAC FINANCIAL
GROUP INC COMMON STOCK 023139108 6476 118150 SH SOLE 118150 0 0
AMER EXPRESS CO
COM COMMON STOCK 025816109 2111 40500 SH SOLE 40500 0 0
AMERICAN FINICAL
HOLDINGS COMMON STOCK 026075101 176 11093 SH SOLE 11093 0 0
AMERICAN GEN CORP
COM COMMON STOCK 026351106 3325 54500 SH SOLE 54500 0 0
AON CORP COMMON STOCK 037389103 4749 152900 SH SOLE 152900 0 0
ARDEN RLTY GROUP
INC COM REIT COMMON STOCK 039793104 470 20000 SH SOLE 20000 0 0
ARGOSY GAMING
CORP COM COMMON STOCK 040228108 288 20000 SH SOLE 20000 0 0
BERKLEY W R CORP
COM COMMON STOCK 084423102 1558 83100 SH SOLE 83100 0 0
BERKSHIRE HATHAWAY
CL A INC DE COMMON STOCK 084670108 1296 24 SH SOLE 24 0 0
BERKSHIRE HATHAWAY
INC CLASS B COMMON STOCK 084670207 5386 3060 SH SOLE 3060 0 0
BISYS GROUP INC
COM COMMON STOCK 055472104 578 9400 SH SOLE 9400 0 0
BOSTON PROPERTIES
INC COMMON STOCK 101121101 618 16000 SH SOLE 16000 0 0
4
<PAGE>
BROWN & BROWN INC
COM STK COMMON STOCK 115236101 5251 100975 SH SOLE 100975 0 0
BYL BANCORP COM
STK COMMON STOCK 056064108 186 19600 SH SOLE 19600 0 0
CARNIVAL CORP COM
STK COMMON STOCK 143658102 750 38500 SH SOLE 38500 0 0
CHASE MANHATTAN
CORP COM NEW OPTIONS - CALLS 16161A2AJ 1198 26000 SH CALL SOLE 26000 0 0
CLARK/BARDES
HOLDING INC COM COMMON STOCK 180668105 4368 264700 SH SOLE 264700 0 0
CNA FINL CORP COM COMMON STOCK 126117100 3019 88800 SH SOLE 88800 0 0
CONCORD EFS INC
COM COMMON STOCK 206197105 2562 98500 SH SOLE 98500 0 0
CT BANCSHARES COM
STK COMMON STOCK 207540105 395 27000 SH SOLE 27000 0 0
DATA BROADCASTING
CORP COMMON STOCK 237596101 126 20000 SH SOLE 20000 0 0
DUKE RLTY INVTS
INC COM NEW COMMON STOCK 264411505 506 22600 SH SOLE 22600 0 0
ELEC COMMUNICATIONS
CORP COMMON STOCK 284739109 105 38000 SH SOLE 38000 0 0
EQUITY OFFICE
PROPERTIES TRUST REITS/RICS 294741103 551 20000 SH SOLE 20000 0 0
EQUITY RESIDENTIAL
PPTYS TR REITS/RICS 29476L107 552 12000 SH SOLE 12000 0 0
EVEREST RE GROUP
LTD COM STK COMMON STOCK G3223R108 3246 98750 SH SOLE 98750 0 0
FIDELITY NATL
FINL INC COM COMMON STOCK 316326107 2397 130900 SH SOLE 130900 0 0
FINOVA GROUP INC
COM COMMON STOCK 317928109 247 19000 SH SOLE 19000 0 0
FIRST DATA CORP
COM COMMON STOCK 319963104 6848 137850 SH SOLE 137850 0 0
FIRST HEALTH
GROUP CORP COM COMMON STOCK 320960107 417 12700 SH SOLE 12700 0 0
FIRST INVS FINL
SVCS GROUP IN COMMON STOCK 32058A101 950 200000 SH SOLE 200000 0 0
FIRST UNION CORP
COM OPTIONS - CALLS 3373583AF 620 25000 SH CALL SOLE 25000 0 0
FIRST UNION CORP
COM OPTIONS - CALLS 3373583AG 323 13000 SH CALL SOLE 13000 0 0
GALLAGHER ARTHUR
J & CO COM COMMON STOCK 363576109 402 9570 SH SOLE 9570 0 0
HCC INS HLDGS INC
COM COMMON STOCK 404132102 3106 164540 SH SOLE 164540 0 0
HELLER FINANCIAL COMMON STOCK 423328103 365 17800 SH SOLE 17800 0 0
HILB, ROGAL &
HAMILTON CO COMMON STOCK 431294107 304 8775 SH SOLE 8775 0 0
5
<PAGE>
HOSPITALITY PPTYS
TR COM SH B COMMON STOCK 44106M102 609 27000 SH SOLE 27000 0 0
IMS HEALTH INC COM
STK COMMON STOCK 449934108 721 40000 SH SOLE 40000 0 0
INTUIT INC COM COMMON STOCK 461202103 3339 80705 SH SOLE 80705 0 0
J HANCOCK FINL COM
STK COMMON STOCK 41014S106 5708 241000 SH SOLE 241000 0 0
JEFFERSON PILOT
CORP COM COMMON STOCK 475070108 1846 32700 SH SOLE 32700 0 0
KAYE GROUP INC COM COMMON STOCK 486589104 108 18500 SH SOLE 18500 0 0
LASALLE RE
HOLDINGS LTD COM COMMON STOCK G5383Q101 1738 122500 SH SOLE 122500 0 0
LIBERTY FINL CO
INC COM COMMON STOCK 530512102 274 12500 SH SOLE 12500 0 0
LOEWS CORP COM COMMON STOCK 540424108 1260 21000 SH SOLE 21000 0 0
LONDON PACIFIC
GROUP LTD ADR ADRS STOCKS 542073101 1496 115000 SH SOLE 115000 0 0
MACK-CALI REALTY
CORP REIT REITS/RICS 554489104 514 20000 SH SOLE 20000 0 0
MARKEL CORP COM COMMON STOCK 570535104 1275 9000 SH SOLE 9000 0 0
MARSH & MCLENNAN
COS INC COM COMMON STOCK 571748102 5833 55850 SH SOLE 55850 0 0
MBIA INC COM COMMON STOCK 55262C100 368 7640 SH SOLE 7640 0 0
MBNA CORP COM COMMON STOCK 55262L100 1302 48000 SH SOLE 48000 0 0
MELLON FINANCIAL
CORP COMMON STOCK 58551A108 2150 59000 SH SOLE 59000 0 0
METLIFE INC COMM
STOCK COMMON STOCK 59156R108 1495 71000 SH SOLE 71000 0 0
MICROSOFT CORP COM COMMON STOCK 594918104 3040 38000 SH SOLE 38000 0 0
ML INTERNET COM
STK DEPOSITORY RECEI 46059W102 1083 10000 SH SOLE 10000 0 0
MUTUAL RISK
MANAGEMENT LTD COMMON STOCK 628351108 2260 130566 SH SOLE 130566 0 0
NEUBERGER BERMAN
INC COM STK COMMON STOCK 641234109 1400 30100 SH SOLE 30100 0 0
OHIO CAS CORP COM COMMON STOCK 677240103 1355 127600 SH SOLE 127600 0 0
PAINE WEBBER
GROUP INC COM COMMON STOCK 695629105 1820 40000 SH SOLE 40000 0 0
PARTNERRE LIMITED
BERMUDA COMMON STOCK G6852T105 1740 49100 SH SOLE 49100 0 0
PNC FINANCIAL
SERVICES GRP COMMON STOCK 693475105 2531 54000 SH SOLE 54000 0 0
PORT FINANCIAL
CORP COM STK COMMON STOCK 734119100 687 49500 SH SOLE 49500 0 0
PRESIDENTIAL LIFE
CORP COM COMMON STOCK 740884101 1387 100000 SH SOLE 100000 0 0
PROFESSIONALS INS
CO MGMT GROU COMMON STOCK 742954100 489 20000 SH SOLE 20000 0 0
6
<PAGE>
PROVIDENT FINANCIAL
HLDGS INC COMMON STOCK 743868101 434 31120 SH SOLE 31120 0 0
PXRE GROUP LTD
COM STK COMMON STOCK G73018106 1267 93800 SH SOLE 93800 0 0
RENAISSANCE RE
HLDGS LTD COM COMMON STOCK G7496G103 4542 104270 SH SOLE 104270 0 0
SAFECO CORP COMMON STOCK 786429100 1215 61100 SH SOLE 61100 0 0
SCOTTISH ANNUITY
AND LIFE HOLD COMMON STOCK G7885T104 374 44600 SH SOLE 44600 0 0
STATE STREET CORP
COM COMMON STOCK 857477103 2153 20300 SH SOLE 20300 0 0
TORCHMARK CORP COM COMMON STOCK 891027104 357 14465 SH SOLE 14465 0 0
U.S. BANCORP COM OPTIONS - CALLS 9029731AD 289 15000 SH CALL SOLE 15000 0 0
Vesta Insurance
Group Inc COMMON STOCK 925391104 10471 1692212 SH SOLE 1692212 0 0
WADDELL & REED
FIN CL B COMMON STOCK 930059209 286 10000 SH SOLE 10000 0 0
WADDELL & REED
FINANCIAL INC COMMON STOCK 930059100 6195 192449 SH SOLE 192449 0 0
WASHINGTON MUT
INC COM OPTIONS - CALLS 9393225AF 1444 50000 SH CALL SOLE 50000 0 0
XL CAPITAL LTD
CL-A COM STK COMMON STOCK G98255105 6064 112036 SH SOLE 112036 0 0
ZENITH NATL INS
CORP COMMON STOCK 989390109 262 12760 SH SOLE 12760 0 0
</TABLE>
7
02081001.AJ1
