UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 Form 13F Form 13F COVER PAGE Report for the Calendar Year or Quarter Ended: December 31, 2008 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: Alleghany Corporation Address: 7 Times Square Tower, 17th Floor New York, NY 10036 Form 13F File Number: 28-1590 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: Peter R. Sismondo Title: Vice President Phone: 212-752-1356 Signature, Place, and Date of Signing: /s/ Peter R. Sismondo New York, NY February 6, 2009 ----------------------------- -------------------- ------------------------- [Signature] [City, State] [Date] 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).) Form 13F SUMMARY PAGE Report Summary: Number of Other Included Managers: 2 Form 13F Information Table Entry Total: 76 Form 13F Information Table Value Total: $628,072 (thousands) List of Other Included Managers: No. Form 13F File Number Name --- -------------------- -------------------------------- 2 RSUI Indemnity Company 3 Alleghany Insurance Holdings LLC SECURITIES AND EXCHANGE COMMISSIONS FORM 13F INFORMATION PREPARED FOR ALLEGHANY CORPORATION AS OF 12/31/08 COLUMN 1 COLUMN 2 COLUMN 3 COLUMN 4 COLUMN 5 COLUMN 6 COLUMN 7 COLUMN 8 ---------------------------- -------------- --------- -------- ------------------- --------------- -------- -------------- INVESTMENT VOTING DISCRETION AUTHORITY MARKET --------------- -------------- VALUE SHRS OR SH/ PUT/ SOLE SHRD OTHER SOLE SHRD NONE NAME OF ISSUER TITLE OF CLASS CUSIP (X 1000) PRIN AMT PRN CALL (A) (B) (C) MANAGER (A) (B) (C) ---------------------------- -------------- --------- -------- ---------- --- ---- ---- ---- ----- -------- ---- ---- ---- NABORS INDUSTRIES LTD SHS G6359F103 5,027 420,000 SH X 2 X NABORS INDUSTRIES LTD SHS G6359F103 659 55,000 SH X 3 X WEATHERFORD INTERNATIONAL LT COM G95089101 1,643 151,840 SH X 2 X WEATHERFORD INTERNATIONAL LT COM G95089101 1,947 180,000 SH X 3 X AT&T INC COM 00206R102 1,140 40,000 SH X 3 X AGILENT TECHNOLOGIES INC COM 00846U101 469 30,000 SH X 3 X ALEXANDER & BALDWIN INC COM 014482103 501 20,000 SH X 3 X AMERICAN EXPRESS CO COM 025816109 649 35,000 SH X 3 X ANADARKO PETE CORP COM 032511107 11,854 307,500 SH X 2 X ANADARKO PETE CORP COM 032511107 3,566 92,500 SH X 3 X APACHE CORP COM 037411105 8,869 119,000 SH X 2 X APACHE CORP COM 037411105 3,466 46,500 SH X 3 X APPLIED MATLS INC COM 038222105 507 50,000 SH X 3 X AUTODESK INC COM 052769106 590 30,000 SH X 3 X AUTOMATIC DATA PROCESSING IN COM 053015103 787 20,000 SH X 3 X BAKER HUGHES INC COM 057224107 2,726 85,000 SH X 2 X BAKER HUGHES INC COM 057224107 1,764 55,000 SH X 3 X BERKSHIRE HATHAWAY INC DEL CL B 084670207 1,286 400 SH X 3 X BOEING CO COM 097023105 640 15,000 SH X 3 X BURLINGTON NORTHN SANTA FE C COM 12189T104 227,130 3,000,000 SH X 1 X CAMECO CORP COM 13321L108 1,345 78,000 SH X 2 X CAMECO CORP COM 13321L108 811 47,000 SH X 3 X CATERPILLAR INC DEL COM 149123101 670 15,000 SH X 3 X CHESAPEAKE ENERGY CORP COM 165167101 808 50,000 SH X 2 X CHESAPEAKE ENERGY CORP COM 165167101 2,830 175,000 SH X 3 X CHEVRON CORP NEW COM 166764100 14,794 200,000 SH X 2 X CHEVRON CORP NEW COM 166764100 3,699 50,000 SH X 3 X CHICAGO BRIDGE & IRON CO N V NY REGISTRY SH 167250109 4,823 480,000 SH X 2 X CHICAGO BRIDGE & IRON CO N V NY REGISTRY SH 167250109 1,910 190,000 SH X 3 X CHUBB CORP COM 171232101 1,530 30,000 SH X 3 X COCA COLA CO COM 191216100 1,132 25,000 SH X 3 X CONOCOPHILLIPS COM 20825C104 16,576 320,000 SH X 2 X CONOCOPHILLIPS COM 20825C104 20,979 405,000 SH X 3 X COSTCO WHSL CORP NEW COM 22160K105 1,575 30,000 SH X 3 X DEERE & CO COM 244199105 1,150 30,000 SH X 3 X DEVON ENERGY CORP NEW COM 25179M103 26,447 402,500 SH X 2 X DEVON ENERGY CORP NEW COM 25179M103 18,070 275,000 SH X 3 X DOW CHEM CO COM 260543103 3,169 210,000 SH X 2 X DOW CHEM CO COM 260543103 1,358 90,000 SH X 3 X DISNEY WALT CO COM DISNEY 254687106 1,021 45,000 SH X 3 X DU PONT EI DE NEMOURS & CO COM 263534109 886 35,000 SH X 3 X EOG RES INC COM 26875P101 4,195 63,000 SH X 2 X EOG RES INC COM 26875P101 7,124 107,000 SH X 3 X EMERSON ELEC CO COM 291011104 915 25,000 SH X 3 X EXXON MOBIL CORP COM 30231G102 2,395 30,000 SH X 3 X FPL GROUP INC COM 302571104 9,512 189,000 SH X 2 X FPL GROUP INC COM 302571104 3,825 76,000 SH X 3 X FEDEX CORP COM 31428X106 962 15,000 SH X 3 X GENERAL ELECTRIC CO COM 369604103 1,215 75,000 SH X 3 X GLOBAL INDS LTD COM 379336100 13,471 3,860,000 SH X 2 X GLOBAL INDS LTD COM 379336100 5,985 1,715,000 SH X 3 X HELMERICH & PAYNE INC COM 423452101 2,184 96,000 SH X 2 X HELMERICH & PAYNE INC COM 423452101 319 14,000 SH X 3 X HOME DEPOT INC COM 437076102 460 20,000 SH X 3 X INTEL CORP COM 458140100 1,026 70,000 SH X 3 X INTERNATIONAL BUSINESS MACHS COM 459200101 1,010 12,000 SH X 3 X INTUIT COM 461202103 476 20,000 SH X 3 X JOHNSON AND JOHNSON COM 478160104 1,197 20,000 SH X 3 X KELLOGG CO COM 487836108 877 20,000 SH X 3 X KEY ENERGY SVCS INC COM 492914106 2,183 495,000 SH X 2 X KEY ENERGY SVCS INC COM 492914106 904 205,000 SH X 3 X LAUDER ESTEE COS INC CL A 518439104 774 25,000 SH X 3 X LILLY ELI & CO COM 532457108 1,812 45,000 SH X 3 X MARRIOTT INTL INC NEW CL A 571903202 681 35,000 SH X 3 X MCDERMOTT INTL INC COM 580037109 1,680 170,000 SH X 2 X 1 SECURITIES AND EXCHANGE COMMISSIONS FORM 13F INFORMATION PREPARED FOR ALLEGHANY CORPORATION AS OF 12/31/08 COLUMN 1 COLUMN 2 COLUMN 3 COLUMN 4 COLUMN 5 COLUMN 6 COLUMN 7 COLUMN 8 ---------------------------- -------------- --------- -------- ------------------- --------------- -------- -------------- INVESTMENT VOTING DISCRETION AUTHORITY MARKET --------------- -------------- VALUE SHRS OR SH/ PUT/ SOLE SHRD OTHER SOLE SHRD NONE NAME OF ISSUER TITLE OF CLASS CUSIP (X 1000) PRIN AMT PRN CALL (A) (B) (C) MANAGER (A) (B) (C) ---------------------------- -------------- --------- -------- ---------- --- ---- ---- ---- ----- -------- ---- ---- ---- MCDERMOTT INTL INC COM 580037109 938 95,000 SH X 3 X MEDTRONIC INC COM 585055106 1,100 35,000 SH X 3 X MICROSOFT CORP COM 594918104 1,652 85,000 SH X 3 X NEWS CORP CL A 65248E104 636 70,000 SH X 3 X NOBLE ENERGY INC COM 655044105 1,477 30,000 SH X 3 X NORDSTROM INC COM 655664100 399 30,000 SH X 3 X NOVARTIS AG SPONSORED ADR 66987V109 1,244 25,000 SH X 3 X NUSTAR ENERGY LP UNIT COM 67058H102 5,523 134,500 SH X 2 X NUSTAR ENERGY LP UNIT COM 67058H102 2,689 65,500 SH X 3 X OCCIDENTAL PETE CORP DEL COM 674599105 59,990 1,000,000 SH X 3 X OLD REP INTL CORP COM 680223104 19,668 1,650,000 SH X 3 X PATTERSON-UTI ENERGY INC COM 703481101 2,451 213,000 SH X 2 X PATTERSON-UTI ENERGY INC COM 703481101 311 27,000 SH X 2 X PETROLEO BRASILEIRO SA PETRO SPONSORED ADR 71654V408 4,372 178,500 SH X 2 X PETROLEO BRASILEIRO SA PETRO SPONSORED ADR 71654V408 1,751 71,500 SH X 3 X PLAINS EXPL& PRODTN CO COM 726505100 7,251 312,000 SH X 2 X PLAINS EXPL& PRODTN CO COM 726505100 2,742 118,000 SH X 3 X PROCTER & GAMBLE CO COM 742718109 1,855 30,000 SH X 3 X SCHLUMBERGER LTD COM 806857108 1,058 25,000 SH X 3 X SIEMENS A G SPONSORED ADR 826197501 947 12,500 SH X 3 X SIGMA ALDRICH CORP COM 826552101 845 20,000 SH X 3 X SONY CORP ADR NEW 835699307 547 25,000 SH X 3 X STATE STR CORP COM 857477103 590 15,000 SH X 3 X STATOILHYDRO ASA SPONSORED ADR 85771P102 2,041 122,500 SH X 2 X STATOILHYDRO ASA SPONSORED ADR 85771P102 708 42,500 SH X 3 X SYSCO CORP COM 871829107 688 30,000 SH X 3 X 3M CO COM 88579Y101 1,266 22,000 SH X 3 X TRICO MARINE SERVICES INC COM NEW 896106200 3,867 865,000 SH X 2 X TRICO MARINE SERVICES INC COM NEW 896106200 1,609 360,000 SH X 3 X VALERO ENERGY CORP NEW COM 91913Y100 3,679 170,000 SH X 2 X WAL MART STORES INC COM 931142103 2,242 40,000 SH X 3 X WASHINGTON POST CO CL B 939640108 585 1,500 SH X 3 X WELLS FARGO & CO NEW COM 949746101 590 20,000 SH X 3 X WYETH COM 983024100 7,127 190,000 SH X 2 X WYETH COM 983024100 3,188 85,000 SH X 3 X XTO ENERGY INC COM 98385X106 6,984 198,000 SH X 2 X XTO ENERGY INC COM 98385X106 7,477 212,000 SH X 3 X -------- ---------- GRAND TOTAL 628,072 21,963,240 ======== ========== 2