InsiderTrades

Form 4/A for OSG OCTAVE SPECIALTY GROUP INC

Accepted 2026-03-03 00:00:00 ET · period of report 2025-09-29 · accession 0001707461-26-000002 · SEC index · Original document

Summary rows

Aggregated the way they appear in lists: one row per insider, transaction code and security table.

X Filed Traded Ticker Insider Title Type Price Qty Owned ΔOwn Value
DMA 2026-03-03 2025-09-29+ OSG Smith R Sharon EVP, Group COO F - Tax $9.66 -73.9K 149.2K -33% -$714.0K
DA 2026-03-03 2025-09-29 OSG Smith R Sharon EVP, Group COO C - Cnv Deriv $0.00 +145.1K 219.8K +194% $0
DA 2026-03-03 2025-09-30 OSG Smith R Sharon EVP, Group COO M - OptEx $0.00 +3,235 152.4K +2% $0
DA 2026-03-03 2025-09-29 OSG Smith R Sharon EVP, Group COO C - Cnv Deriv $0.00 -145.1K 0 -100% $0
DA 2026-03-03 2025-09-30 OSG Smith R Sharon EVP, Group COO A - Grant $0.00 +76.2K 76.2K New $0

Purchase Sale Sale after option exercise All abbreviations

Every reported transaction

#TableSecurityDateCodeA/DSharesPriceOwned afterOwnExercise / expiryUnderlyingFootnotes
1 Common Common Stock 2025-09-30 F D 3,235 $8.34 149,162 D — — (F4) Represents the corrected aggregate amount of PSUs that were converted into shares of common stock and withheld by the Company to satisfy certain tax withholding obligations.
2 Common Common Stock 2025-09-29 C A 145,135 $0.00 219,842 D — — (F1) Upon the closing of the sale of Ambac Assurance Corporation by Ambac Financial Group to an entity owned by funds managed by Oaktree Capital Management, L.P., a change of control was triggered causing the Reporting Person's Deferred Share Units ("DSUs") to vest and settle.
3 Common Common Stock 2025-09-29 F D 70,680 $9.72 149,162 D — — (F2) Represents the corrected amount of DSUs that were converted into shares of common stock and withheld by the Company to satisfy certain tax withholding obligations.
4 Common Common Stock 2025-09-30 M A 3,235 $0.00 152,397 D — — (F3) On September 30, 2025 the Compensation Committee of the Board of Directors of Ambac Financial Group approved the acceleration of the Reporting Person's 2023 and 2024 Performance Stock Unit awards in connection with the change of control referred to in footnote 1. The reporting person acquired shares of common stock of Ambac Financial Group, Inc. (the "Company") upon the simultaneous vesting and settlement of the reporting person's 2023 and 2024 Long Term Incentive Plan PSU awards.
5 Derivative Deferred Share Units 2025-09-29 C D 145,135 $0.00 0 D — · — to — 145,135 Common Stock (F5) Each DSU represents a contingent right to receive one share of common stock of the Company. (F1) Upon the closing of the sale of Ambac Assurance Corporation by Ambac Financial Group to an entity owned by funds managed by Oaktree Capital Management, L.P., a change of control was triggered causing the Reporting Person's Deferred Share Units ("DSUs") to vest and settle.
6 Derivative Deferred Share Units 2025-09-30 A A 76,206 $0.00 76,206 D — · — to — 76,206 Common Stock (F5) Each DSU represents a contingent right to receive one share of common stock of the Company. (F6) Represents the aggregate amount of performance stock units ("PSUs") that were converted into an equivalent number of DSUs pursuant to the Company's Executive Stock Deferral Plan, which was designed to enable participants to elect to defer the settlement and income taxation of PSU and restricted stock unit awards in accordance with Section 409A of the Internal Revenue Code of 1986, as amended.