2026 Year-End Planning Summary
~$25,453+ of federal tax addressed across 15 opportunities.
Each move as a range, stepping down from the current-path liability.
§83(b) election on restricted stock — the 30-day window
AMT exposure timing — accelerating and deferring around a minimum-tax year, and the private-activity bond preference
Standard vs. itemized deduction optimization and multi-year bunching
Donor-advised fund contribution of appreciated stock
Annual-exclusion gifting and lifetime-exemption use
Additional Medicare tax (§3101(b)(2)) — the withholding mismatch and the timing levers
Max-fund the HSA for the triple tax benefit
Q4 estimated payment to cure underpayment exposure
Dependent care — the §21 credit vs a §129 employer FSA
Educator above-the-line deduction for unreimbursed classroom expenses
NQSO exercise timing and ESPP qualifying vs disqualifying dispositions
Casualty and disaster losses (§165) in a federally declared area
Divorce — §1041 property transfers, QDROs, and filing-status timing
Filing-status planning — MFJ vs. MFS, HOH qualification, newlywed withholding
Medical expense bunching and the OBBBA gambling-loss limitation (§165(d))
Addressed by the plan
14 of 15 quantified · 1 enable the rest without a separate figure
Time-sensitive moves before December 31.
Multi-year planning to revisit beyond this season.
Elan
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