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Loophole

§1044 Rollover into SSBIC

Defer public-stock gains by reinvesting in a Specialized Small Business Investment Company.

Overview

§1044 lets individuals defer up to $50K/yr ($250K lifetime) and C-corps defer up to $250K/yr ($1M lifetime) of publicly traded securities gain by reinvesting in an SSBIC within 60 days. Obscure but real — used by executives unwinding concentrated public positions.

Best fit
Executives with concentrated stockC-corps with public-security gains
Estimated impact
Defer $50K–$1M of capital gains

Click Generate advisory deep dive for mechanics, IRC citations, a step-by-step execution plan, a worked numeric example on your profile, costs, risks, and this-week actions.

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