OSG insider transaction filings

OCTAVE SPECIALTY GROUP INC — 50 most recent Form 4 filings from SEC EDGAR, normalized by FilingPulse. Latest filing: 2026-07-13. Screen OSG transaction legs live →

Insider transaction summary — last 90 days

2026-06-24 to 2026-09-22, from the filings listed below: 9 Form 4 filings. Counts and totals are arithmetic on values as filed — descriptive data, not a recommendation.

By insider — same window

Open-market purchase/sale legs on non-derivative securities, grouped by the filing's reporting owner(s); joint filings appear once. Dollar totals cover priced legs only (shares × price as filed). Ordered by priced transaction value, largest first.

InsiderFilingsPurchases (P)Sales (S)Other legs
LeBlanc Claude — Chief Executive Officer, Director13
Smith R Sharon — Exec VP & Group COO13
Trick David — Exec VP, CFO & Treasurer13
HAFT IAN DAVID — Director11
IGLESIAS LISA G — Director11
LAMMTENNANT JOAN M — Director11
Matus Kristi Ann — Director11
PRICE MICHAEL D — Director11
Stein Jeffrey Scott — Director11

Recent Form 4 filings — OCTAVE SPECIALTY GROUP INC

FiledFormInsiderReported transactionsSource
2026-07-134Smith R Sharon — Exec VP & Group COOOption exercise (M): 11,779 · Tax withholding (F): 4,635 @ $6.08 · Option exercise (M): 11,779 (derivative) @ $0EDGAR
2026-07-134Trick David — Exec VP, CFO & TreasurerOption exercise (M): 13,206 · Tax withholding (F): 6,741 @ $6.08 · Option exercise (M): 13,206 (derivative) @ $0EDGAR
2026-07-134LeBlanc Claude — Chief Executive Officer, DirectorOption exercise (M): 39,380 · Tax withholding (F): 21,777 @ $6.08 · Option exercise (M): 39,380 (derivative) @ $0EDGAR
2026-07-074HAFT IAN DAVID — DirectorGrant/award (A): 6,500 (derivative) @ $0EDGAR
2026-07-074Stein Jeffrey Scott — DirectorGrant/award (A): 6,500 (derivative) @ $0EDGAR
2026-07-074Matus Kristi Ann — DirectorGrant/award (A): 6,500 (derivative) @ $0EDGAR
2026-07-074PRICE MICHAEL D — DirectorGrant/award (A): 6,500 (derivative) @ $0EDGAR
2026-07-074LAMMTENNANT JOAN M — DirectorGrant/award (A): 6,500 (derivative) @ $0EDGAR
2026-07-074IGLESIAS LISA G — DirectorGrant/award (A): 6,500 (derivative) @ $0EDGAR
2026-04-024HAFT IAN DAVID — DirectorGrant/award (A): 7,441 (derivative) @ $0EDGAR
2026-04-024Stein Jeffrey Scott — DirectorGrant/award (A): 7,441 (derivative) @ $0EDGAR
2026-04-024Matus Kristi Ann — DirectorGrant/award (A): 7,441 (derivative) @ $0EDGAR
2026-04-024PRICE MICHAEL D — DirectorGrant/award (A): 7,441 (derivative) @ $0EDGAR
2026-04-024LAMMTENNANT JOAN M — DirectorGrant/award (A): 7,441 (derivative) @ $0EDGAR
2026-04-024IGLESIAS LISA G — DirectorGrant/award (A): 7,441 (derivative) @ $0EDGAR
2026-03-254Ahn Cristina E. — Chief Accounting OfficerOption exercise (M): 835 · Tax withholding (F): 203 @ $4.90 · Option exercise (M): 835 (derivative) · Grant/award (A): 8,067 (derivative)EDGAR
2026-03-254Smith R Sharon — Exec VP & Group COOGrant/award (A): 24,375 (derivative) @ $0EDGAR
2026-03-254METZ LAWRENCE F. — *See Remarks for full titleGrant/award (A): 28,246 (derivative) @ $0EDGAR
2026-03-254Trick David — Exec VP, CFO & TreasurerGrant/award (A): 26,250 (derivative) @ $0EDGAR
2026-03-254LeBlanc Claude — Chief Executive Officer, DirectorGrant/award (A): 99,375 (derivative) @ $0EDGAR
2026-03-054Smith R Sharon — Exec VP & Group COOOption exercise (M): 1,541 @ $0 · Tax withholding (F): 1,541 @ $5.60 · Option exercise (M): 10,261 (derivative) @ $0 · Option exercise (M): 8,720 (derivative) @ $0EDGAR
2026-03-054Trick David — Exec VP, CFO & TreasurerOption exercise (M): 1,715 @ $0 · Tax withholding (F): 1,715 @ $5.60 · Option exercise (M): 11,505 (derivative) @ $0 · Option exercise (M): 9,790 (derivative) @ $0EDGAR
2026-03-054LeBlanc Claude — Chief Executive Officer, DirectorOption exercise (M): 24,548 @ $0 · Tax withholding (F): 10,694 @ $5.60 · Option exercise (M): 47,130 (derivative) @ $0 · Option exercise (M): 22,582 (derivative) @ $0EDGAR
2026-03-034/ASmith R Sharon — Exec VP & Group COOConversion (C): 145,135 @ $0 · Tax withholding (F): 70,680 @ $9.72 · Option exercise (M): 3,235 @ $0 · Tax withholding (F): 3,235 @ $8.34 · Conversion (C): 145,135 (derivative) @ $0 · Grant/award (A): 76,206 (derivative) @ $0EDGAR
2026-03-034/ATrick David — Exec VP, CFO & TreasurerConversion (C): 165,361 @ $0 · Tax withholding (F): 80,531 @ $9.72 · Option exercise (M): 42,515 @ $0 · Tax withholding (F): 22,796 @ $8.34 · Conversion (C): 165,361 (derivative) @ $0 · Grant/award (A): 46,300 (derivative) @ $0EDGAR
2026-01-054HAFT IAN DAVID — DirectorGrant/award (A): 4,524 (derivative) @ $0EDGAR
2026-01-054Stein Jeffrey Scott — DirectorGrant/award (A): 4,524 (derivative) @ $0EDGAR
2026-01-054Matus Kristi Ann — DirectorGrant/award (A): 4,524 (derivative) @ $0EDGAR
2026-01-054LeBlanc Claude — Chief Executive Officer, DirectorPurchase (P): 12,000 @ $7.59EDGAR
2026-01-054PRICE MICHAEL D — DirectorGrant/award (A): 4,524 (derivative) @ $0EDGAR
2026-01-054LAMMTENNANT JOAN M — DirectorGrant/award (A): 4,524 (derivative) @ $0EDGAR
2026-01-054IGLESIAS LISA G — DirectorGrant/award (A): 4,524 (derivative) @ $0EDGAR
2024-07-114Luria Elaine Goodman — DirectorCode (U): 66,100 @ $8.50 · Disposition to issuer (D): 2,000 (derivative) @ $8.50EDGAR
2024-07-114DeLaet Rebecca K — DirectorDisposition to issuer (D): 141,400 @ $8.50 · Disposition to issuer (D): 2,000 (derivative) @ $8.50EDGAR
2024-07-114Trueblood Richard — VP & CFOCode (U): 433,311 @ $8.50 · Disposition to issuer (D): 23,039 (derivative) @ $8.50 · Disposition to issuer (D): 25,918 (derivative) @ $8.50 · Disposition to issuer (D): 39,224 (derivative) @ $8.50 · Disposition to issuer (D): 33,786 (derivative) @ $8.50 · Disposition to issuer (D): 58,314 (derivative) @ $8.50 · +5 moreEDGAR
2024-07-114O'Halloran Patrick Joseph — VP & Chief Operations OfficerCode (U): 397,549 @ $8.50 · Disposition to issuer (D): 87 @ $8.50 · Disposition to issuer (D): 18,078 (derivative) @ $4.46 · Disposition to issuer (D): 21,503 (derivative) @ $8.50 · Disposition to issuer (D): 23,924 (derivative) @ $8.50 · Disposition to issuer (D): 36,207 (derivative) @ $8.50 · +7 moreEDGAR
2024-07-114Mote Damon — VP & Chief Admin OfficerCode (U): 409,709 @ $8.50 · Disposition to issuer (D): 18,078 (derivative) @ $4.46 · Disposition to issuer (D): 21,503 (derivative) @ $8.50 · Disposition to issuer (D): 23,525 (derivative) @ $8.50 · Disposition to issuer (D): 35,604 (derivative) @ $8.50 · Disposition to issuer (D): 30,668 (derivative) @ $8.50 · +6 moreEDGAR
2024-07-114Allan Susan — VP, General Counsel & Corp SecCode (U): 304,571 @ $8.50 · Disposition to issuer (D): 20,282 (derivative) @ $4.46 · Disposition to issuer (D): 14,773 (derivative) @ $8.50 · Disposition to issuer (D): 17,663 (derivative) @ $8.50 · Disposition to issuer (D): 25,798 (derivative) @ $8.50 · Disposition to issuer (D): 23,704 (derivative) @ $8.50 · +6 moreEDGAR
2024-07-114Kronsberg Joseph Isaac — DirectorCode (U): 216,800 @ $8.50 · Disposition to issuer (D): 36,800 @ $8.50 · Disposition to issuer (D): 2,000 (derivative) @ $8.50EDGAR
2024-07-114Taylor Gary Eugene — DirectorCode (U): 229,641 @ $8.50 · Disposition to issuer (D): 2,000 (derivative) @ $8.50EDGAR
2024-07-114Norton Samuel H — President and CEO, DirectorCode (U): 2,252,479 @ $8.50 · Disposition to issuer (D): 494,118 (derivative) @ $6.80 · Disposition to issuer (D): 612,745 (derivative) @ $6.68 · Disposition to issuer (D): 17,637 (derivative) @ $4.46 · Disposition to issuer (D): 297,818 (derivative) @ $2.93 · Disposition to issuer (D): 84,730 (derivative) @ $8.50 · +9 moreEDGAR
2024-07-114REDDY J PATRICK — DirectorCode (U): 212,453 @ $8.50 · Disposition to issuer (D): 2,000 (derivative) @ $8.50EDGAR
2024-07-114SILCOCK JULIE — DirectorCode (U): 160,312 @ $8.50 · Disposition to issuer (D): 2,000 (derivative) @ $8.50EDGAR
2024-07-114WHEAT DOUGLAS D — DirectorCode (U): 236,133 @ $8.50 · Disposition to issuer (D): 3,017 (derivative) @ $8.50EDGAR
2024-07-034Allan Susan — VP, General Counsel & Corp SecGift (G): 15,562 @ $0 · Gift (G): 8,845 @ $0EDGAR
2024-07-014O'Halloran Patrick Joseph — VP & Chief Operations OfficerGift (G): 12,729 @ $0EDGAR
2024-06-174Taylor Gary Eugene — DirectorGrant/award (A): 26,100 @ $0 · Option exercise (M): 26,100 (derivative) @ $0EDGAR
2024-06-174REDDY J PATRICK — DirectorGrant/award (A): 26,100 @ $0 · Option exercise (M): 26,100 (derivative) @ $0EDGAR
2024-06-174SILCOCK JULIE — DirectorGrant/award (A): 26,100 @ $0 · Option exercise (M): 26,100 (derivative) @ $0EDGAR
2024-06-174WHEAT DOUGLAS D — DirectorGrant/award (A): 39,200 @ $0 · Option exercise (M): 39,200 (derivative) @ $0EDGAR

Recent 8-K events — OCTAVE SPECIALTY GROUP INC

FiledFormItems reportedSource
2026-08-068-K2.02 — Results of Operations and Financial Condition
9.01 — Financial Statements and Exhibits
EDGAR
2026-05-298-K5.07 — Submission of Matters to a Vote of Security HoldersEDGAR
2026-05-068-K2.02 — Results of Operations and Financial Condition
9.01 — Financial Statements and Exhibits
EDGAR
2026-04-078-K1.01 — Entry into a Material Definitive Agreement
2.03 — Creation of a Direct Financial Obligation or an Obligation under an Off-Balance Sheet Arrangement of a Registrant
9.01 — Financial Statements and Exhibits
EDGAR
2026-02-238-K2.02 — Results of Operations and Financial Condition
9.01 — Financial Statements and Exhibits
EDGAR
2026-01-068-K9.01 — Financial Statements and ExhibitsEDGAR
2025-12-158-K4.01 — Changes in Registrant's Certifying Accountant
9.01 — Financial Statements and Exhibits
EDGAR
2025-11-108-K2.02 — Results of Operations and Financial Condition
9.01 — Financial Statements and Exhibits
EDGAR
2025-11-108-K5.03 — Amendments to Articles of Incorporation or Bylaws; Change in Fiscal Year
9.01 — Financial Statements and Exhibits
EDGAR
2025-11-038-K1.01 — Entry into a Material Definitive Agreement
2.01 — Completion of Acquisition or Disposition of Assets
2.03 — Creation of a Direct Financial Obligation or an Obligation under an Off-Balance Sheet Arrangement of a Registrant
7.01 — Regulation FD Disclosure
9.01 — Financial Statements and Exhibits
EDGAR
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