Sell QSBS before 5 years — roll gain into new QSBS.
If you sell QSBS stock before the 5-year holding period, §1045 lets you defer the gain by rolling proceeds into new QSBS within 60 days. Preserves the exclusion clock (tacks holding period). Ideal when a portfolio company sells early and you want to redeploy into another qualifying startup without losing §1202 benefits.
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Front-load depreciation on real estate to slash current-year taxes.
Turn W-2 income into tax-free passive rental losses.
Defer capital gains indefinitely by rolling into bigger real estate.
Defer + eliminate capital gains via OZ funds.
Rent your home to your business up to 14 days/year — tax-free.
Deduct 20% of pass-through business income.
Slash self-employment tax on profits above ~$50K.
Expense equipment, vehicles, and property in year one.