Front-load 3–5 years of charity into a DAF this year to itemize; take standard deduction in off years.
Post-TCJA standard deduction ($29,200 MFJ 2024) means most people no longer itemize — losing charitable deductions. Fix: contribute 3–5 years of intended giving to a Donor-Advised Fund (Fidelity Charitable, Schwab Charitable, Vanguard) in ONE tax year, itemize that year, then grant to charities over subsequent years while taking standard deduction. Fund with appreciated stock for double benefit: full FMV deduction + avoid cap gains. Perfect in a high-income year (bonus, business sale, RSU vest).
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.
Multiply the $10M §1202 exclusion across multiple trusts.
4% corporate tax + 0% capital gains for bona fide residents.
Stack the $500K primary-home exclusion on top of a 1031 deferral.
Convert Traditional to Roth during sabbaticals or business-loss years.
Capitalize property taxes and interest on undeveloped land.
Deduct now, control forever, employ heirs.
Ordinary loss (not capital loss) on failed small biz — up to $100K.
Buy leveraged real estate inside your IRA — tax-deferred or tax-free.