Hold the asset in a tax-advantaged account (e.g., IRA/401(k) where applicable)
Use tax-loss harvesting by selling losing investments to offset capital gains
Offset capital gains with capital losses (including using losses beyond gains where allowed)
Time sales to keep taxable income within lower capital-gains brackets
Hold investments for at least the required period to qualify for long-term capital gains treatment
Use specific identification of shares (sell highest-basis lots first) where allowed
Donate appreciated assets to charity instead of selling (and take eligible deductions where applicable)
Use a donor-advised fund to manage timing of charitable deductions
Reinvest proceeds in a qualified opportunity zone (where applicable) to defer/possibly reduce gains
Consider like-kind exchanges only for eligible asset types and jurisdictions (where applicable)
Use installment sale reporting for eligible transactions to spread recognition of gain over time
Consider a 1031 exchange (if eligible) for certain real estate transactions (where applicable)
If selling a business, explore qualified small business stock treatment (where applicable)
For primary residences, check eligibility for the capital gains exclusion (where applicable)
Maintain accurate cost basis records, including purchase price, fees, and improvements, to reduce taxable gain
Avoid wash sales (where applicable) when tax-loss harvesting
Consider moving to or living in a jurisdiction with more favorable capital gains rules (where applicable)
Use retirement account rollovers or transfers to avoid current taxation (where applicable)
Consult a tax professional to confirm eligibility and compliance for your specific situation and location