Sell your C-corp to an ESOP; defer 100% of cap gains via QRP.
Sell 30%+ of a C-corp to an Employee Stock Ownership Plan and reinvest proceeds in Qualified Replacement Property (US operating company stocks/bonds) within 12 months — defer 100% of capital gains under §1042, indefinitely. Combined with 100% ESOP + S-corp conversion → federally tax-free operating company.
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Borrow against cash-value life insurance at guaranteed rates.
Deduct 60–80% of working-interest investment in year 1.
Insure your own business risks — premiums are deductible.
Hedge funds + alternative assets inside a tax-free wrapper.
Sell appreciated assets tax-free + get lifetime income + charitable deduction.
Deduct now at FMV, grant to charity later — skip cap gains.
Lock in the $13.6M estate exemption before 2026 sunset.
Transfer appreciation to heirs with near-zero gift tax.