<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: September 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 11/13/2000
_____________________ _______________ ______________
[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: 88
Form 13F Information Table Value Total: $196,658
[thousands]
List of Other Included Managers: None
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
09/29/00
PROSPECTOR PARTNERS, LLC (Hartford)
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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
[X1000]
-------------- -------- ------ ------ ------- ------ -------- ----------- -------- ---- ------ ----
<S> <C> <C> <C> <C> <C> <C> <C> <C> <C> <C> <C>
ACE LTD COM COMMON STOCK G0070K103 5142 131000 SH SOLE 131000 0 0
ADVANTA CORP COM COMMON STOCK 007942105 737 65500 SH SOLE 65500 0 0
ADVANTA CORP USD.01
CL-B NONVT COMMON STOCK 007942204 134 16400 SH SOLE 16400 0 0
AETNA INC COM COMMON STOCK 008117103 7115 122550 SH SOLE 122550 0 0
AFFILIATED COMPUTER
SERVICES I COMMON STOCK 008190100 673 13500 SH SOLE 13500 0 0
ALLEGHANY CORP DEL
NEW COM COMMON STOCK 017175100 6077 31000 SH SOLE 31000 0 0
ALLSTATE CORP COM COMMON STOCK 020002101 2294 66000 SH SOLE 66000 0 0
AMBAC FINANCIAL
GROUP INC COMMON STOCK 023139108 7226 98650 SH SOLE 98650 0 0
AMERICAN EXPRESS COMMON STOCK 025816109 465 7650 SH SOLE 7650
AMERICAN FINICAL
HOLDINGS COMMON STOCK 026075101 196 11093 SH SOLE 11093 0 0
AMERICAN GEN CORP
COM COMMON STOCK 026351106 4251 54500 SH SOLE 54500 0 0
AON CORP COMMON STOCK 037389103 6315 160900 SH SOLE 160900 0 0
ARDEN RLTY GROUP
INC COM REIT COMMON STOCK 039793104 536 20000 SH SOLE 20000 0 0
AXA FINANCIAL INC
COM STKUSD0. OPTIONS - CALLS 0024510AJ 1121 22000 SH CALL SOLE 22000 0 0
BERKLEY W R CORP
COM COMMON STOCK 084423102 5395 156100 SH SOLE 156100 0 0
BERKSHIRE HATHAWAY
CL A INC DE COMMON STOCK 084670108 1481 23 SH SOLE 23 0 0
BERKSHIRE HATHAWAY
INC CLASS B COMMON STOCK 084670207 6396 3090 SH SOLE 3090 0 0
BOSTON PROPERTIES
INC COMMON STOCK 101121101 687 16000 SH SOLE 16000 0 0
BROWN & BROWN INC
COM STK COMMON STOCK 115236101 4990 156850 SH SOLE 156850 0 0
BYL BANCORP COM
STK COMMON STOCK 056064108 230 19600 SH SOLE 19600 0 0
4
<PAGE>
CARNIVAL CORP
COM STK COMMON STOCK 143658102 948 38500 SH SOLE 38500 0 0
CHARLES SCHWAB
CORP COM COMMON STOCK 808513105 1509 42500 SH SOLE 42500 0 0
CHASE MANHATTAN
CORP COM NEW COMMON STOCK 16161A108 3843 83200 SH SOLE 83200 0 0
CHASE MANHATTAN
CORP COM NEW OPTIONS - CALLS 16161A2AJ 1201 26000 SH CALL SOLE 26000 0 0
CLARK/BARDES
HOLDING INC COM COMMON STOCK 180668105 2697 264700 SH SOLE 264700 0 0
CONCORD EFS
INC COM COMMON STOCK 206197105 3498 98500 SH SOLE 98500 0 0
CT BANCSHARES
COM STK COMMON STOCK 207540105 511 27000 SH SOLE 27000 0 0
DATA BROADCASTING
CORP COMMON STOCK 237596101 64 20000 SH SOLE 20000 0 0
DUKE RLTY INVTS
INC COM NEW COMMON STOCK 264411505 545 22600 SH SOLE 22600 0 0
EQUITY OFFICE
PROPERTIES TRUST REITS/RICS 294741103 621 20000 SH SOLE 20000 0 0
EQUITY RESIDENTIAL
PPTYS TR REITS/RICS 29476L107 576 12000 SH SOLE 12000 0 0
EVEREST RE GROUP
LTD COM STK COMMON STOCK G3223R108 4888 98750 SH SOLE 98750 0 0
FIDELITY NATL FINL
INC COM COMMON STOCK 316326107 3241 130900 SH SOLE 130900 0 0
FIRST DATA CORP
COM COMMON STOCK 319963104 4580 117260 SH SOLE 117260 0 0
FIRST HEALTH GROUP
CORP COM COMMON STOCK 320960107 339 10500 SH SOLE 10500 0 0
FIRST INVS FINL
SVCS GROUP IN COMMON STOCK 32058A101 775 200000 SH SOLE 200000 0 0
FIRST UNION CORP
COM OPTIONS - CALLS 3373583AF 2736 85000 SH CALL SOLE 85000 0 0
FIRST UNION CORP
COM OPTIONS - CALLS 3373583AG 418 13000 SH CALL SOLE 13000 0 0
GALLAGHER ARTHUR
J & CO COM COMMON STOCK 363576109 566 9570 SH SOLE 9570 0 0
HAWTHORNE FINL
CORP COM COMMON STOCK 420542102 119 10000 SH SOLE 10000 0 0
HCC INS HLDGS INC
COM COMMON STOCK 404132102 3342 164540 SH SOLE 164540 0 0
HELLER FINANCIAL COMMON STOCK 423328103 509 17800 SH SOLE 17800
HILB, ROGAL &
HAMILTON CO COMMON STOCK 431294107 366 8775 SH SOLE 8775 0 0
HOSPITALITY PPTYS
TR COM SH B COMMON STOCK 44106M102 631 27000 SH SOLE 27000 0 0
IMS HEALTH INC
COM STK COMMON STOCK 449934108 830 40000 SH SOLE 40000 0 0
INT'L SPEEDWAY
CORP COMMON STOCK 460335201 488 12500 SH SOLE 12500 0 0
5
<PAGE>
INTUIT INC COM COMMON STOCK 461202103 3733 65493 SH SOLE 65493 0 0
J HANCOCK FINL
COM STK COMMON STOCK 41014S106 7012 260900 SH SOLE 260900 0 0
JEFFERSON PILOT
CORP COM COMMON STOCK 475070108 5002 73700 SH SOLE 73700 0 0
KAYE GROUP INC COM COMMON STOCK 486589104 110 18500 SH SOLE 18500 0 0
KEYCORP NEW COM COMMON STOCK 493267108 1544 61000 SH SOLE 61000 0 0
LIBERTY FINL CO
INC COM COMMON STOCK 530512102 294 12500 SH SOLE 12500 0 0
LONDON PACIFIC
GROUP LTD ADR ADRS STOCKS 542073101 4885 245800 SH SOLE 245800 0 0
MACK-CALI REALTY
CORP REIT REITS/RICS 554489104 564 20000 SH SOLE 20000 0 0
MARKEL CORP COM COMMON STOCK 570535104 1366 9000 SH SOLE 9000 0 0
MARSH & MCLENNAN
COS INC COM COMMON STOCK 571748102 3884 29259 SH SOLE 29259 0 0
MBNA CORP COM COMMON STOCK 55262L100 1848 48000 SH SOLE 48000 0 0
MELLON FINANCIAL
CORP COMMON STOCK 58551A108 3014 65000 SH SOLE 65000 0 0
MUTUAL RISK
MANAGEMENT LTD COMMON STOCK 628351108 2855 130225 SH SOLE 130225 0 0
NEUBERGER BERMAN
INC COM STK COMMON STOCK 641234109 1851 30100 SH SOLE 30100 0 0
NOVA CORP GA COM COMMON STOCK 669784100 1370 80000 SH SOLE 80000 0 0
PACIFIC UNION BANK COMMON STOCK 695025106 544 58000 SH SOLE 58000 0 0
PARTNERRE LIMITED
BERMUDA COMMON STOCK G6852T105 588 12400 SH SOLE 12400 0 0
PNC FINANCIAL
SERVICES GRP COMMON STOCK 693475105 3836 59000 SH SOLE 59000 0 0
PORT FINANCIAL
CORP COM STK COMMON STOCK 7341191000 879 49500 SH SOLE 49500 0 0
PRESIDENTIAL LIFE
CORP COM COMMON STOCK 740884101 2106 141000 SH SOLE 141000 0 0
PROFESSIONALS INS
CO MGMT GROU COMMON STOCK 742954100 540 24200 SH SOLE 24200 0 0
PROGRESSIVE CORP COMMON STOCK 743315103 921 11250 SH SOLE 11250 0 0
PROVIDENT FINANCIAL
HLDGS INC COMMON STOCK 743868101 589 31120 SH SOLE 31120 0 0
PXRE GROUP LTD
COM STK COMMON STOCK G73018106 1478 93800 SH SOLE 93800 0 0
RENAISSANCE RE
HLDGS LTD COM COMMON STOCK G7496G103 7051 110270 SH SOLE 110270 0 0
SAFECO CORP COMMON STOCK 786429100 1965 72100 SH SOLE 72100 0 0
SCOTTISH ANNUITY
AND LIFE HOLD COMMON STOCK G7885T104 234 25300 SH SOLE 25300 0 0
STATE STREET CORP
COM COMMON STOCK 857477103 2639 20300 SH SOLE 20300 0 0
TRENWICK GROUP COMMON STOCK G9032C109 2328 122500 SH SOLE 122500 0 0
TRIZEC HAHN CORP
COM SUB VOTIN COMMON STOCK 896938107 2169 129000 SH SOLE 129000 0 0
U.S. BANCORP COM COMMON STOCK 902973106 1388 61000 SH SOLE 61000 0 0
6
<PAGE>
U.S. BANCORP COM OPTIONS - CALLS 9029731AD 341 15000 SH CALL SOLE 15000 0 0
U.S. BANCORP COM OPTIONS - CALLS 9029733AD 341 15000 SH CALL SOLE 15000 0 0
UNUMPROVIDENT CORP
COM COMMON STOCK 91529Y106 3297 121000 SH SOLE 121000 0 0
VESTA INSURANCE
GROUP COMMON STOCK 925391104 9096 1692212 SH SOLE 1692212 0 0
WADDELL & REED
FIN CL B COMMON STOCK 930059209 290 10000 SH SOLE 10000 0 0
WADDELL & REED
FINANCIAL INC COMMON STOCK 930059100 4746 153088 SH SOLE 153088 0 0
WASHINGTON MUT
INC COM OPTIONS - CALLS 9393225AF 1991 50000 SH CALL SOLE 50000 0 0
WASHINGTON POST CO COMMON STOCK 939640108 1584 3000 SH SOLE 3000 0 0
WESCO FINL CORP COMMON STOCK 950817106 574 2288 SH SOLE 2288 0 0
XL CAPITAL LTD
CL-A COM STK COMMON STOCK G98255105 4230 57536 SH SOLE 57536 0 0
ZENITH NATL INS
CORP COMMON STOCK 989390109 279 12760 SH SOLE 12760 0 0
</TABLE>
7
02081001.AJ1