FinEd/FinSense/Year-End Tax Moves: A Checklist for December
📆Tax4 min read

Year-End Tax Moves: A Checklist for December

The window for most tax-saving moves closes on December 31. Here is a comprehensive checklist — from maximizing retirement accounts to harvesting losses to timing deductions — that can meaningfully reduce your tax bill before the year ends.

Dec 31Deadline for most year-end tax movesMost opportunities expire at midnight

Most tax-saving opportunities expire at midnight on December 31. Proactive year-end tax planning is crucial for optimizing your financial position, potentially saving thousands in taxes. These moves fall into four categories: maximizing tax-advantaged contributions, timing deductions and income, managing investments, and positioning for next year. A systematic approach ensures you leverage all available tax benefits.

Maximize tax-advantaged contributions

**401(k), 403(b), 457 plans:** For 2026, the employee deferral limit is $24,500. Those 50 or older can contribute an additional $8,100, totaling $32,600. Contributions must be made via payroll deductions. Review year-to-date contributions by October and adjust withholding to maximize savings.

**Health Savings Account (HSA):** HSAs offer a triple tax advantage. For 2026, contribution limits are $4,300 for self-only coverage and $8,550 for family coverage. Those 55 and older can contribute an extra $1,000. Personal contributions for the prior year can be made until April 15, but employer contributions must occur within the plan year. Invest your HSA balance for long-term, tax-free compounding.

**IRA contributions:** You have until April 15 to contribute to a traditional or Roth IRA for the prior tax year, with a 2026 limit of $7,500. Roth conversions, however, must be completed by December 31 to be counted for the current tax year. Evaluate your tax bracket to determine if a Roth conversion is advantageous.

**SEP-IRA or Solo 401(k):** Self-employed individuals can contribute to these plans until April 15 (or October 15 with an extension). For 2026, the total Solo 401(k) limit is $72,000 ($77,500 with catch-up). A Solo 401(k) must be established before December 31 to contribute for that tax year.

Time deductions and income

**Bunch deductions:** The 2026 standard deduction is $16,100 for single filers and $32,200 for married couples filing jointly. If your itemized deductions are near these thresholds, consider bunching. This strategy involves accelerating or delaying expenses like charitable giving, medical procedures, or property tax prepayments into a single tax year to exceed the standard deduction. The SALT cap for 2025-2029 is $40,000 ($20,000 for MFS).

**Charitable donations:** Cash and non-cash donations must be completed by December 31. Donating appreciated securities directly to a charity or Donor-Advised Fund (DAF) avoids capital gains tax on appreciation and allows a deduction for fair market value. Initiate stock transfers well before year-end.

**Defer income:** If you control when you receive income (e.g., freelancers, business owners), deferring invoices into January can shift income to the next tax year. This is useful if you anticipate being in a lower tax bracket or wish to avoid specific income thresholds.

Interactive Calculator

Interactive Checklist

Year-End Tax Move Checklist

Check off each move as you review it. Moves with a Dec 31 deadline must be completed before midnight.

$120,000
22%
0/15 reviewed8 Dec 31 deadlines pending

Maximize Tax-Advantaged Accounts

Max 401(k) / 403(b) contribution

Dec 31 (via payroll)

Check year-to-date — must be elected for payroll deduction

Limit: $23,500

Max HSA contribution

April 15 (following year)

Invest the balance if you haven't already

Limit: $8,550

Evaluate Roth conversion

Dec 31

Use unused bracket capacity to convert traditional IRA to Roth

Establish Solo 401(k) (self-employed)

Dec 31 (establish); Apr 15 (contribute)

Must be established by Dec 31 to contribute for the year

Limit: $69,000

Time Deductions and Income

Bunch charitable donations / open DAF

Dec 31

Donate appreciated stock for double benefit: deduction + no cap gains

Defer year-end invoices (self-employed)

Dec 31

Push income to January if you expect a lower bracket next year

Schedule deductible medical procedures

Dec 31

Stack into one year to exceed the 7.5% AGI threshold

Prepay property tax (if beneficial)

Dec 31

Only useful if you itemize; SALT cap limits benefit

Investment Moves

Tax-loss harvest

Dec 31 (sale must settle)

Sell losers to offset gains; watch 30-day wash-sale window

Limit: $3,000

Harvest gains (if in 0% bracket)

Dec 31

Realize LTCG at 0% and immediately repurchase to step up basis

Take required minimum distribution

Dec 31

Penalty for missing RMD is 25% of required amount

Year-end rebalance

Dec 31

Combine with tax-loss harvesting for maximum tax efficiency

Plan for Next Year

Update W-4 for withholding accuracy

Any time (takes effect next paycheck)

After any life change: marriage, child, job change, home purchase

Elect FSA contributions for next year

Open enrollment deadline (varies)

Healthcare and Dependent Care FSA — open enrollment closes

Limit: $3,300

Review tax bracket and MAGI position

Now (before year-end)

Plan Roth conversions, capital gain realizations, or deduction timing

Deadlines shown are for federal tax purposes. State deadlines may differ. IRA contributions can be made until April 15. Actions marked Dec 31 must be completed before year-end to count for the current tax year. Not tax advice — consult a CPA for your specific situation.

Investment moves

**Tax-loss harvesting:** Sell investments with unrealized losses by December 31 to offset realized capital gains. Excess losses can offset up to $3,000 of ordinary income, with any remainder carrying forward indefinitely. Be mindful of the wash-sale rule.

**Gain harvesting:** For those in the 0% long-term capital gains bracket, year-end offers an opportunity to harvest gains tax-free. For 2026, this bracket applies to single filers with taxable income up to $49,200 and MFJ with taxable income up to $98,400. Selling appreciated assets and immediately repurchasing them steps up your cost basis without incurring federal tax, reducing future tax liabilities.

**Required Minimum Distributions (RMDs):** If you are subject to RMDs from retirement accounts, you must take the full amount by December 31. Failure to do so incurs a significant 25% excise tax on the amount not withdrawn. Proactive planning is essential to avoid penalties.

**Roth conversion:** A Roth conversion involves moving pre-tax IRA funds to a Roth IRA, paying income tax on the converted amount now for tax-free growth and withdrawals later. Consider a Roth conversion by December 31 if you have "bracket room"—meaning you can convert funds without pushing yourself into a higher tax bracket. This strategy is effective during years of lower income or market downturns.

Positioning for Next Year

**Alternative Minimum Tax (AMT):** For 2026, the AMT exemption is $89,500 for single filers and $139,100 for MFJ, with phase-outs beginning at $636,900 (single) and $1,273,800 (MFJ). The AMT rate is 26% up to $232,600 and 28% above. Understanding your potential AMT liability can influence year-end decisions.

**Estate & Gift Tax:** The 2026 annual gift exclusion is $19,000 per recipient. The lifetime exemption is $14.26 million per person ($28.52 million for MFJ), with a federal estate tax rate of 40% above this exemption. Strategic gifting can reduce your taxable estate.

**Medicare:** For 2026, the Part B standard premium is $185.00/month. High-income earners may be subject to Income-Related Monthly Adjustment Amounts (IRMAA), with thresholds beginning at $106,000 for single filers and $212,000 for MFJ. Planning income to stay below these thresholds can avoid higher premiums.

**1099-K Threshold:** For 2026, the 1099-K reporting threshold for third-party payment networks is $5,000. This impacts individuals receiving payments for goods or services through platforms like PayPal or Venmo.

**Child & Dependent Care Tax Credit:** This credit allows up to $3,000 in qualifying expenses for one child and $6,000 for two or more, with a credit rate of 20-35% depending on AGI. It is generally non-refundable.

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*Related: [Standard vs. itemized deductions](./standard-vs-itemized-deductions) — the bunching strategy in detail. [Tax-loss harvesting](./tax-loss-harvesting) — the investment move in more depth.*

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