October 2, 2026
Year-End Tax Strategies to Optimize Planning, Investing, and Giving
At this time of year, it’s natural to wonder whether there’s more you could be doing to make the most of your money. A thoughtful year-end review can help replace that uncertainty with clarity. By considering key tax strategies and opportunities, we can identify adjustments that allow you to optimize savings and retirement contributions and maximize deductions that fit your broader financial picture.
Here are the top strategies and opportunities to consider before the end of the year.
Maximize annual contributions to stack tax-advantaged savings.
- Pre-tax workplace retirement plan contributions not only help you save for retirement, but also reduce your current year taxable income. The maximum 401(k) contribution in 2026 is $24,500, plus additional catch-up provisions for workers age 50 and older.
- Traditional or Roth IRAs offer an additional retirement savings plan option outside of work. Contributions to Traditional IRAs by those within certain income limits reduce current year taxable income. While contributions to tax-free Roth IRA accounts won’t help save current year taxes, all contributions and earnings can be withdrawn tax-free if requirements are met, potentially lowering your income tax during retirement.
While Traditional IRA deductions and Roth IRA contributions phase out at higher incomes, a “backdoor” path to Roth savings will help workers build a separate tax-free retirement account. The maximum contribution to a Traditional or Roth IRA account in 2026 is $7,500, plus a catch-up contribution of $1,100 for those age 50 or over. - Health savings accounts (HSAs) offer a triple tax advantage – contributions are tax-deductible (or made pre-tax through an employer), growth is tax-free, and withdrawals are tax-free when used for qualified medical expenses. The maximum contribution to a family HSA in 2026 is $8,750, plus a catch-up contribution of $1,000 for those age 55 or over.
Optimize your charitable contributions.
- Could you benefit from bunching charitable deductions? For 2026, due to the new .5% AGI floor limitation on charitable contributions and the itemized deduction limitation for those in the 37% bracket, the tax deductibility of charitable contributions will be reduced across the board, but especially for those in the highest bracket. Bunching five years of donations in one tax year generally produces a more favorable tax outcome than spreading out those same gifts over five tax years. A donor advised fund (DAF) can be utilized to accomplish “charitable bunching”. Tax deductions for DAFs are immediate, but the payout from the DAF to the charity can be made at a later date.
- Donate appreciated long-term investments directly to a qualified charity (or to a DAF) which allows you to avoid capital gains taxes on the sale and claim a charitable deduction for the fair market value.
- Consider a qualified charitable distribution (QCD) directly from your IRA to a qualified charitable organization (though not to a DAF). If you’re 70-1/2 or over, you won’t be taxed on the distribution or receive a deduction for the donation, but you can use the gift to satisfy all or a portion of your required minimum distribution (RMD) without including the QCD in your taxable income.
Utilize capital losses to offset capital gains.
- Harvest tax losses in taxable investment accounts to offset current year taxable capital gains. If you have more capital losses than gains, not only can you offset up to $3,000 of ordinary income, but you can also carry over any excess amounts to future tax years.
- Similarly, review your most recently filed tax return for unused capital loss carryforwards which present a tax-free opportunity to recognize gains in order to rebalance or restructure your portfolio.
Make use of a net operating loss (NOL) carryforward to offset a Roth conversion.
- The amount of a Traditional IRA converted to a Roth will be treated as income and taxed at your ordinary income tax rate. A carryforward NOL can be used to offset the income from a Roth conversion. Convert just enough to use up the carryforward loss or to remain within a specific tax bracket.
There are additional opportunities that may impact how you plan, invest, and give. We can help simplify complex tax laws, build a tailored strategy that supports your financial goals, and proactively partner with your existing team of accountants to implement strategies for tax optimization with your bigger financial picture in mind.
If you’d like to learn more or to plan with us, please reach out to start a conversation.





