UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 Form 13F Form 13F COVER PAGE Report for the Calendar Year or Quarter Ended: March 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 May 14, 2008 ------------------------------------- -------------------- ----------------- [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: 80 Form 13F Information Table Value Total: $1,232,881 (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 03/31/08 COLUMN 1 COLUMN 2 COLUMN 3 COLUMN 4 COLUMN 5 COLUMN 6 COLUMN 7 COLUMN 8 -------------- -------------- --------- --------- ------------------- --------------------- -------- -------------- INVESTMENT VOTING MARKET DISCRETION AUTHORITY 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 5,403 160,000 SH X 1 X NABORS INDUSTRIES LTD SHS G6359F103 28,536 845,000 SH X 2 X WEATHERFORD INTERNATIONAL LT COM G95089101 6,522 90,000 SH X 1 X WEATHERFORD INTERNATIONAL LT COM G95089101 5,502 75,920 SH X 2 X AT&T INC COM 00206R102 1,532 40,000 SH X 3 X AGILENT TECHNOLOGIES INC COM 00846U101 895 30,000 SH X 3 X ALEXANDER & BALDWIN INC COM 014482103 862 20,000 SH X 3 X AMERICAN EXPRESS CO COM 025816109 1,530 35,000 SH X 3 X AMERICAN INTL GROUP INC COM 026874107 865 20,000 SH X 3 X APACHE CORP COM 037411105 4,350 36,000 SH X 1 X APACHE CORP COM 037411105 19,814 164,000 SH X 2 X APPLERA CORP COM AP BIO GRP 038080103 1,643 50,000 SH X 3 X APPLIED MATLS INC COM 038222105 976 50,000 SH X 3 X AUTODESK INC COM 052769106 944 30,000 SH X 3 X AUTOMATIC DATA PROCESSING IN COM 053015103 848 20,000 SH X 3 X BERKSHIRE HATHAWAY INC DEL CL B 084670207 1,789 400 SH X 3 X BOEING CO COM 097023105 1,116 15,000 SH X 3 X BURLINGTON NORTHN SANTA FE C COM 12189T104 368,880 4,000,000 SH X 1 X CATERPILLAR INC DEL COM 149123101 1,957 25,000 SH X 3 X CHESAPEAKE ENERGY CORP COM 165167101 8,076 175,000 SH X 1 X CHESAPEAKE ENERGY CORP COM 165167101 2,308 50,000 SH X 2 X CHEVRON CORP NEW COM 166764100 10,243 120,000 SH X 1 X CHEVRON CORP NEW COM 166764100 29,876 350,000 SH X 2 X CHEVRON CORP NEW COM 166764100 9,390 110,000 SH X 3 X CHUBB CORP COM 171232101 1,484 30,000 SH X 3 X COCA COLA CO COM 191216100 1,522 25,000 SH X 3 X CONOCOPHILLIPS COM 20825C104 12,575 165,000 SH X 1 X CONOCOPHILLIPS COM 20825C104 24,387 320,000 SH X 2 X CONOCOPHILLIPS COM 20825C104 38,867 510,000 SH X 3 X COSTCO WHSL CORP NEW COM 22160K105 1,949 30,000 SH X 3 X DARWIN PROFESSIONAL UNDERWRI COM 237502109 210,756 9,371,096 SH X 3 X DEERE & CO COM 244199105 2,413 30,000 SH X 3 X DEVON ENERGY CORP NEW COM 25179M103 17,006 163,000 SH X 1 X DEVON ENERGY CORP NEW COM 25179M103 50,548 484,500 SH X 2 X DISNEY WALT CO COM DISNEY 254687106 1,412 45,000 SH X 3 X DOMTAR CORP COM 257559104 1,120 164,000 SH X 1 X DOMTAR CORP COM 257559104 2,978 436,000 SH X 2 X DOW CHEM CO COM 260543103 737 20,000 SH X 3 X DU PONT EI DE NEMOURS & CO COM 263534109 1,403 30,000 SH X 3 X EXXON MOBIL CORP COM 30231G102 2,537 30,000 SH X 3 X FEDEX CORP COM 31428X106 1,390 15,000 SH X 3 X FPL GROUP INC COM 302571104 176 2,802 SH X 1 X FIDELITY NATL FINANCIAL CL A 31620R105 917 50,000 SH X 1 X FIDELITY NATL FINANCIAL CL A 31620R105 4,468 243,800 SH X 2 X GENERAL ELECTRIC CO COM 369604103 6,847 185,000 SH X 1 X GENERAL ELECTRIC CO COM 369604103 15,359 415,000 SH X 2 X GENERAL ELECTRIC CO COM 369604103 1,665 45,000 SH X 3 X GOLDMAN SACHS GROUP INC COM 38141G104 3,424 20,700 SH X 1 X GOLDMAN SACHS GROUP INC COM 38141G104 7,161 43,300 SH X 2 X HSBC HLDGS PLC SPON ADR NEW 404280406 8,230 100,000 SH X 1 X HSBC HLDGS PLC SPON ADR NEW 404280406 16,460 200,000 SH X 2 X HOME DEPOT INC COM 437076102 559 20,000 SH X 3 X INTEL CORP COM 458140100 1,483 70,000 SH X 3 X INTERNATIONAL BUSINESS MACHS COM 459200101 1,382 12,000 SH X 3 X INTL PAPER CO COM 460146103 4,760 175,000 SH X 1 X INTL PAPER CO COM 460146103 12,920 475,000 SH X 2 X INTUIT COM 461202103 540 20,000 SH X 3 X JOHNSON AND JOHNSON COM 478160104 1,297 20,000 SH X 3 X KELLOGG COM 487836108 1,051 20,000 SH X 3 X KRAFT FOODS INC CL A 50075N104 6,512 210,000 SH X 1 X KRAFT FOODS INC CL A 50075N104 20,777 670,000 SH X 2 X LAUDER ESTEE COS INC CL A 518439104 1,146 25,000 SH X 3 X LEGGETT & PLATT INC COM 524660107 8,083 530,000 SH X 1 X LEGGETT & PLATT INC COM 524660107 22,417 1,470,000 SH X 2 X LILLY ELI & CO COM 532457108 1,548 30,000 SH X 3 X LINCOLN NATIONAL CORP IND COM 534187109 934 17,963 SH X 3 X 1 SECURITIES AND EXCHANGE COMMISSIONS FORM 13F INFORMATION PREPARED FOR ALLEGHANY CORPORATION AS OF 03/31/08 COLUMN 1 COLUMN 2 COLUMN 3 COLUMN 4 COLUMN 5 COLUMN 6 COLUMN 7 COLUMN 8 -------------- -------------- --------- --------- ------------------- --------------------- -------- -------------- INVESTMENT VOTING MARKET DISCRETION AUTHORITY 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) -------------- -------------- --------- --------- ---------- --- ---- ---- ---------- ----- -------- ---- ---- ---- MANPOWER INC COM 56418H100 844 15,000 SH X 3 X MEDTRONIC INC COM 585055106 1,451 30,000 SH X 3 X MERRILL LYNCH & CO INC COM 590188108 4,889 120,000 SH X 1 X MERRILL LYNCH & CO INC COM 590188108 11,407 280,000 SH X 2 X MICROSOFT CORP COM 594918104 2,129 75,000 SH X 3 X MILLIPORE CORP COM 601073109 1,348 20,000 SH X 3 X NEWS CORP CL A 65248E104 1,313 70,000 SH X 3 X NOBLE ENERGY INC COM 655044105 2,184 30,000 SH X 3 X NORDSTROM INC COM 655664100 978 30,000 SH X 3 X NOVARTIS AG SPONSORED ADR 66987V109 1,281 25,000 SH X 3 X OLD REP INTL CORP COM 680223104 1,937 150,000 SH X 1 X OLD REP INTL CORP COM 680223104 1,291 100,000 SH X 2 X OLD REP INTL CORP COM 680223104 18,074 1,400,000 SH X 3 X PHH CORP COM 693320202 6,916 396,800 SH X 3 X PNM RES INC COM 69349H107 1,559 125,000 SH X 1 X PNM RES INC COM 69349H107 4,676 375,000 SH X 2 X PFIZER INC COM 717081103 6,802 325,000 SH X 1 X PFIZER INC COM 717081103 14,128 675,000 SH X 2 X PROCTER & GAMBLE CO COM 742718109 2,102 30,000 SH X 3 X SCHLUMBERGER LTD COM 806857108 2,175 25,000 SH X 3 X SIGMA ALDRICH CORP COM 826552101 1,790 30,000 SH X 3 X SONY CORP ADR NEW 835699307 1,002 25,000 SH X 3 X STATE STR CORP COM 857477103 1,185 15,000 SH X 3 X SUNOCO INC COM 86764P109 3,673 70,000 SH X 1 X SUNOCO INC COM 86764P109 1,574 30,000 SH X 2 X SYSCO CORP COM 871829107 871 30,000 SH X 3 X TALISMAN ENERGY INC COM 87425E103 4,043 228,400 SH X 1 X TESORO CORP COM 881609101 12,750 425,000 SH X 2 X TEXAS INSTRS INC COM 882508104 565 20,000 SH X 3 X 3M CO COM 88579Y101 1,741 22,000 SH X 3 X VALERO ENERGY CORP NEW COM 91913Y100 7,858 160,000 SH X 1 X VALERO ENERGY CORP NEW COM 91913Y100 15,224 310,000 SH X 2 X WACHOVIA CORP 2ND NEW COM 929903102 3,037 112,500 SH X 1 X WACHOVIA CORP 2ND NEW COM 929903102 8,303 307,500 SH X 2 X WACHOVIA CORP 2ND NEW COM 929903102 1,080 40,000 SH X 3 X WAL MART STORES INC COM 931142103 2,371 45,000 SH X 3 X WASHINGTON POST CO CL B 939640108 992 1,500 SH X 3 X WELLS FARGO & CO NEW COM 949746101 3,434 118,000 SH X 1 X WELLS FARGO & CO NEW COM 949746101 9,370 322,000 SH X 2 X WELLS FARGO & CO NEW COM 949746101 582 20,000 SH X 3 X WEYERHAUSER CO COM 962166104 1,301 20,000 SH X 3 X WYETH COM 983024100 3,550 85,000 SH X 1 X WYETH COM 983024100 7,934 190,000 SH X 2 X ZENITH NATL INS CORP COM 989390109 14,110 393,475 SH X 3 X GRAND TOTAL 1,232,881 30,767,656 2