Small business stock losses = ordinary (not capital) up to $50k/$100k.
Stock in a domestic small business corporation (assets < $1M at issuance, active business) qualifies under §1244. If it goes to zero, losses up to $50k single / $100k married are ORDINARY — offset W-2, wages, any income. Most founders miss the qualification documentation at formation and lose access.
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.
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.