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

1

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.

2

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.
3

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.
4

Business Optimization

  • Accelerate deductible expenses.
  • Leverage Section 179 and bonus depreciation for equipment purchases.
  • Maximize retirement plan contributions before December 31.
5

Investment Management

  • Prioritize long-term capital gains.
  • Offset gains with losses through tax loss harvesting.
  • Consider selling low-gain assets to minimize taxable income.
6

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.
7

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.
8

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.
9

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.

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