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LoPiccolo joins TMH from Octave Partners, the acquisitions division of Octave Specialty Group, formerly Ambac Financial Group, before rebranding into a dedicated Specialty MGA platform in 2025. The rebrand followed the sale of Ambac’s legacy financial guaranty business – the bond-insurance activity that had defined the company for two decades – and marked its transformation from a monoline financial guarantor to a specialized MGA acquirer and incubator, trading under the new ticker OSG from November 20, 2025. There, he worked with specialized insurance MGA startups and portfolio companies on growth strategy, acquisitions, business planning and operational development.