Just a quick reminder that in 2026 catch-up contributions are required to be Roth not pre-tax.
Tax Loss Harvesting/ Gains Management If you're an index investor its unlikely you have any losses to harvest this year but if you like picking individual stocks you may have some in a taxable investment account (an IRA or 401k won't help you). The limit of any single loss with no gain to offset is $3,500 in any given year, but if you have a gain you want to take (again in a taxable account), the sky's the limit on using long term losses to offset long term gains (or short term losses to offset short term gains). Just beware- if you sell at a loss you need to wait 30 days before re-buying or the IRS will negate your the losses.
Got gains? If you're charitably inclined, donating long-term (held more than one year) low basis stock (again in a taxable account) to a qualified non-profit or donor advised fund gets you both an income tax deduction and ability to not incur gains if it was something you wanted to sell anyways- charitable contributions don't negate wash sale rules if you want to rebuy right away. Be sure to keep your cost basis and purchase date information for your accountant- they're going to want it.
Have a year-end tax call with your CPA and make your safe harbor and state tax payments Over the last decade, not making safe harbor tax payments has not been a big issue as IRS interest rates were super low. But the last few years are a different story. In January of 2026 the penalty for underpayments is 7% compounding daily. It’s not the end of the world if you’re off by a few hundred dollars but it you miss the mark by tens of thousands of dollars it can start to get expensive.
Safe harbor payments are 100% of your 2025 tax bill or 110% of your 2024 tax bill. Generally 110% of a prior year tax bill is an easy way to stay in good graces with the IRS, but if you had a large capital gain, practice sale or any other unusual event in 2024 it’s best to calculate your 2025 bill out before the end of the year.
Instructions on making estimated tax payments coming early January- reminder your 4th quarter payment is due 1/15.
If you're seriously behind on estimated tax payments, make a quick bonus check to yourself withholding everything for taxes. I want to be clear this strategy is a last minute fix and incurs unnecessary payroll taxes that using an estimated tax payment strategy does not.
Some but not all accountants use the SALT (state and local tax) deduction or PTE (pass through entity) deduction, which allows you to deduct your state and local income tax bill on your federal return. That check needs to be postmarked by 12/31 (or earlier based on the state). Consult your accountant on this one.
Things you don't need to worry about this year Not everything has to be last minute. Here are a list of things that just needed to be funded by tax time, not 2025:
- Traditional and Roth IRAs including contributions for backdoor Roths- just make sure your custodian marks it correctly for 2025 not 2026
- HSA contributions- again just make sure it's noted for 2025
- SEP contributions are always done after the end of the calendar year. If you have no other retirement plan set up this is an option post year-end to see if it makes sense for you
Happy year end tax planning and have a wonderful holiday season!
Natalie |