As we approach the close of 2025, high-net-worth individuals and families have a unique opportunity to optimize their financial position through proactive tax planning. With significant legislative changes on the horizon and evolving IRS guidance, now is the time to take a strategic look at your income, investments, estate and charitable giving.
Key Planning Areas to Consider
Filing Status and Dependents
Evaluate your filing status — especially if you’re newly married or supporting dependents. Joint filing may offer tax advantages, but in some cases, separate filing could reduce your liability. If multiple parties support a dependent, coordinate to ensure one person qualifies to claim them and unlock associated tax benefits.
Family Wealth Strategies
- Income Shifting: Consider transferring income-producing assets to family members in lower tax brackets. Be mindful of the kiddie tax, which applies to unearned income over $2,700 for certain minors.
- Gifting: Use the $19,000 annual gift tax exclusion to transfer appreciating assets tax-free.
- Education Credits: Maximize the American Opportunity and Lifetime Learning credits by timing tuition payments strategically.
Employee and Self-Employed Planning
- Delay billing or bonuses to defer income.
- Consider using installment sales to spread capital gains.
- Adjust withholding and pay Q4 estimates by January 15, 2026.
- Spend down FSA balances before year-end to avoid forfeiture.
Business Optimization
- Accelerate deductible expenses.
- Leverage Section 179 and bonus depreciation for equipment purchases.
- Maximize retirement plan contributions before December 31.
Investment Management
- Prioritize long-term capital gains.
- Offset gains with losses through tax loss harvesting.
- Consider selling low-gain assets to minimize taxable income.
Real Estate Moves
- Consider paying property taxes and January mortgage in December to deduct expenses early.
- If selling your primary residence, ensure you meet the 2-out-of-5-year rule to exclude up to $500,000 in gains if married filing jointly.
- Structure investment property sales as installment sales to defer taxes.
Retirement Contributions
- IRA limits: $7,000 (or $8,000 if age 50+).
- 401(k) limit: $23,500.
- Catch-up contributions for those 50 or older are changing in 2026 and must be made in a Roth 401(k) for earners who made more than $145,000 the prior calendar year, according to the SECURE Act 2.0.
- HSA limits: $4,300 individual, $8,550 family.
- Take required minimum distributions (RMDs) if age 73+. Taxpayers can also satisfy their RMD by making a qualified charitable distribution (QCD). The 2025 QCD limit is $108,000.
Charitable Giving
- Donate appreciated stock to avoid capital gains.
- Consider creating a donor-advised fund for immediate tax deduction, even if the funds are distributed to specific charities later.
- Use credit cards for year-end donations to ensure deductibility.
- Starting in 2026, non-itemizers can deduct up to $1,000 for single filers or $2,000 for married couples filing jointly in cash donations to charity.
Adoption and Medical Expenses
- Adoption credit: Up to $17,280 per child.
- Bunch medical expenses to exceed the 7.5% AGI threshold for itemization.
Looking Ahead to 2026: Legislative Changes and Opportunities
Lifetime Exemption
The gift and estate tax exemption will be increased to $15 million for the 2026 tax year. Consider using your exemption now to lock in the higher threshold and remove future appreciation from your estate.
New Individual Tax Breaks
- Standard Deduction Increase: Up to $31,500 for joint filers.
- Senior Bonus Deduction: Additional $6,000 for taxpayers 65+.
- State and Local Property Taxes (SALT) Deduction Cap: Raised to $40,000 in 2025.
- Child Tax Credit: Increased to $2,200, with $1,700 refundable.
- Car Loan Interest Deduction: Up to $10,000 for qualifying vehicles and it applies to eligible purchases between January 1, 2025, and December 31, 2028.
Crypto and Digital Assets
- New Form 1099DA for crypto transactions.
- Mandatory reporting of staking, mining and NFTs.
- Non-compliance is a major IRS audit trigger.
Business Provisions
- QBI Deduction: Made permanent.
- Bonus Depreciation: Restored to 100% for qualified property acquired after January 19, 2025.
- Section 179: Limit increased to $2.5 million.
- R&D Expensing: Immediate deduction for domestic costs.
- Opportunity Zones: Permanently extended.
Reporting Thresholds
- Form 1099-K: Restored to $20,000/200 transactions.
- Form 1099: Threshold raised to $2,000 starting in 2026.
Energy Credit Phaseouts
Many clean energy incentives — including EV and solar credits — will phase out between 2025 and 2027. Consider accelerating purchases to capture these benefits.