Gift cash/stock to charity in exchange for guaranteed lifetime income + partial deduction.
Give $10K–$1M+ to a charity in exchange for their guaranteed annuity — payout rates set by American Council on Gift Annuities (5–10% based on age). Portion of gift = deductible (PV of remainder). Portion of each payment = tax-free return of principal (until reaching life expectancy). Backed by charity's general assets. Best after age 65.
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Bunch 5 years of giving into one DAF contribution, itemize once, then take standard deduction.
Give appreciated stock — no cap gains, full FMV deduction, and rebuy with cash to reset basis.
Sell appreciated asset inside CRT — no cap gains, income stream for life, remainder to charity.
Zeroed-out CLAT: charity gets annual payments, heirs get remainder gift-tax-free.
Direct up to $105K/yr from IRA to charity — counts toward RMD, NOT in AGI.
Fund a family foundation for legacy giving, employ next gen, control grants forever.
Donate development rights on land → charitable deduction of full easement value.
Donate the facade of a historic building — deduction ~10–15% of building value.