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2026 Year-End Tax Planning: Your Essential Checklist Before 2027

Tax season may be months away, but some of the decisions that affect your 2026 tax bill need to happen before the calendar flips. A quick financial review now could uncover valuable opportunities to save and help you stay ahead of important deadlines. 

Fortunately, year-end tax planning doesn’t have to be a major headache. Here are five practical steps to help you focus on what matters most before 2027.

Step #1) Get a Clear Picture of Your 2026 Tax Situation

Before making any changes, start with a rough estimate of your total income and taxes for 2026. The goal isn’t a perfect calculation, but a clearer understanding of where you stand and which tax planning opportunities might make sense before the year closes.

To get a better picture of your 2026 tax situation, focus on these four things:

  1. Estimate your total income: Include your regular paycheck, bonuses, stock compensation, investment gains, business income, and retirement withdrawals.

  2. Review potential deductions and credits: Look at retirement contributions, charitable donations, deductible expenses, and tax credits you may qualify for.

  3. Check what you’ve already paid: Compare your estimated tax liability with your payroll withholding and quarterly estimated payments.

  4. Consider what might change in 2027: A major income increase, retirement, or another financial transition could influence whether certain tax moves make more sense now or next year.

Step #2) Prioritize Tax Moves That Need to Happen Before December 31st

Some tax planning opportunities disappear when the year ends, making these the decisions worth addressing first. A little planning now can help you take advantage of available opportunities rather than discovering them after the deadline has passed.

Here’s a quick rundown of the tax moves to review before 2027:

Retirement Account Moves

 

Tax Planning Move

Deadline

What to Review

401(k) and 403(b) contributions

Final 2026 payroll, generally by December 31st

The basic employee limit is $24,500, plus an $8,000 catch-up for eligible participants age 50+ ($32,500 total). Ages 60–63 qualify for an enhanced $11,250 catch-up ($35,750 total). Certain 403(b) participants may qualify for an additional service-based catch-up of up to $3,000. Higher earners may also be subject to Roth catch-up requirements.¹

SIMPLE IRA employee contributions

Final 2026 payroll, generally by December 31st

The basic employee limit is $17,000, or $18,100 under certain plans. The age 50+ catch-up is generally $4,000, or $3,850 in certain higher-limit plans. Ages 60–63 have an enhanced $5,250 catch-up.¹

Roth conversions

December 31st, 2026

Consider whether converting traditional retirement savings to a Roth account makes sense at your current tax rate. Taxable conversions completed in 2026 generally increase your 2026 taxable income.²

Required minimum distributions (RMDs)

Generally December 31st, 2026

Confirm you’ve taken any required distributions from applicable retirement accounts. RMDs generally begin at age 73, although eligible individuals can delay their first RMD until April 1st of the following year.³

Qualified charitable distributions (QCDs)

December 31st, 2026

If you’re age 70½ or older, you can generally donate up to $111,000 directly from an eligible IRA to qualified charities without including the qualifying amount in taxable income. QCDs can also satisfy all or part of an RMD.⁴

Investments, Giving, and Other Year-End Tax Moves

 

Tax Planning Move

Deadline

What to Review

Tax-loss and capital-gain harvesting

December 31st, 2026

Review taxable investments for opportunities to realize gains or offset gains with losses. If your capital losses exceed your capital gains, you can generally deduct up to $3,000 against ordinary income ($1,500 if married filing separately) and apply the rest in future years. Watch for wash-sale rules. 

Charitable donations

December 31st, 2026

Complete any donations you want counted toward 2026. Weigh the benefits of donating cash, appreciated securities, or using donor-advised funds based on your tax situation and itemization status.⁶

Annual gifts to family

December 31st, 2026

The annual federal gift-tax exclusion is $19,000 per recipient, or potentially $38,000 from two spouses. These gifts can help with estate planning but are not deductible from federal income taxes.⁷

Flexible spending accounts (FSAs)

Depends on your plan; often December 31st

Review unused health and dependent care FSA balances. The 2026 health FSA contribution limit is $3,400, with a maximum $680 carryover if permitted. The dependent care assistance exclusion is up to

$7,500 ($3,750 if married filing separately). Check your plan’s actual spending deadline and any grace period.⁸

Business expenses and equipment purchases

Generally December 31st for calendar-year businesses

Review deductible business expenses and any necessary equipment purchases. Qualifying Section 179 property must be placed in service during 2026 for a 2026 deduction. The maximum Section 179 deduction is $2,560,000, subject to a phaseout beginning when qualifying property costs exceed $4,090,000 and other limitations.⁹

Step #3) Take Advantage of Tax Moves With Later Contribution Deadlines

Not every tax-advantaged contribution needs to be completed before December 31st. Some contributions can still count toward 2026 if you make them before the 2027 tax-filing deadline, while certain business retirement plans allow additional time.

Here are the main opportunities and contribution limits to keep in mind:

Tax Planning Move

Deadline

What to Review

Traditional and Roth IRA contributions

April 15th, 2027

The combined 2026 contribution limit is $7,500, plus a $1,100 catch-up for individuals 50+ ($8,600 total). Whether you can deduct traditional IRA contributions depends on your income and access to a workplace retirement plan. Roth IRA contributions aren’t tax-deductible, and income limits determine eligibility.¹⁰

Health Savings Account (HSA) contributions

April 15th, 2027

The 2026 limit is $4,400 for self-only coverage or $8,750 for family coverage. Eligible individuals age 55+ can contribute another $1,000, bringing their potential totals to $5,400 or $9,750. Employer contributions count toward these limits, and your coverage and months of eligibility can affect your maximum.¹¹

SEP IRA contributions

Business tax-return deadline, including extensions

Business owners can generally contribute up to the lesser of $72,000 or 25% of eligible compensation for 2026, with a different calculation for self-employed individuals. SEP IRAs do not offer catch-up contributions.¹²

Solo 401(k) employer contributions

Business tax-return deadline, including extensions

Combined employee and employer contributions can generally reach $72,000, excluding eligible catch-ups. Potential totals are $80,000 for participants age 50+ or $83,250 for ages 60–63, subject to earnings and plan limits. Employee deferrals generally require earlier elections, although a special first-year exception can apply to certain sole proprietors.¹³

SIMPLE IRA employer contributions

Business tax-return deadline, including extensions

Employers generally make matching contributions of up to 3% of eligible compensation or nonelective contributions of 2%, although certain plans can use different permitted formulas. Review any remaining required 2026 contributions.¹⁴

Step #4) Revisit Additional Tax Deductions That May Matter for 2026

Several tax law changes could affect the deductions available on your 2026 return. Before deciding whether to make additional deductible expenses or charitable contributions, take another look at what you may qualify for.

Here are three areas worth reviewing:

  • Charitable giving: Starting in 2026, qualifying taxpayers who don’t itemize can deduct up to $1,000 in eligible cash donations, or $2,000 if married filing jointly. Those who itemize generally can deduct charitable contributions only to the extent they exceed 0.5% of adjusted gross income, subject to other applicable limits.⁶

  • State and local taxes (SALT): The 2026 deduction cap is $44,400 for most taxpayers who itemize ($20,200 if married filing separately). Once modified adjusted gross income surpasses $505,000 ($252,500 if married filing separately), the deduction cap gradually decreases, subject to a $10,000 minimum ($5,000 for separate filers). Review your itemized deductions against the standard deduction when planning eligible expenses.¹⁵

  • Additional deductions: Eligible adults age 65+ may qualify for an additional $6,000 deduction per person, or $12,000 for qualifying married couples, with income phaseouts beginning above $75,000 or $150,000 for joint filers. Other deductions may also apply to qualifying tips (up to $25,000), overtime compensation (up to $12,500, or $25,000 for joint filers), and eligible vehicle loan interest (up to $10,000). Each has specific eligibility requirements and income limitations.¹⁶

Step #5) Double-Check Your Tax Payments Before 2027

Even after taking advantage of available deductions, you could face an unexpected tax bill if you haven’t paid enough throughout the year. Review your projected tax liability against your withholding and estimated payments, particularly if your income changed significantly.

You can generally avoid federal estimated tax penalties by paying the lesser of 90% of your current-year tax liability or 100% of the previous year’s tax. The prior-year threshold increases to 110% if your 2025 adjusted gross income exceeded $150,000 ($75,000 if married filing separately), with certain exceptions.¹⁷

If you’re still receiving paychecks, you may have time to adjust your withholding. For taxpayers making quarterly estimated payments, the final federal installment for 2026 is generally due January 15th, 2027. Keep in mind that making a late payment doesn’t necessarily eliminate penalties from earlier underpayments.¹⁷

2026 Year-End Tax Planning FAQs

1. Can I still lower my 2026 taxes after December 31st?

Potentially. Certain contributions, including eligible traditional IRA and HSA contributions, can still be made before the tax-filing deadline and may reduce your 2026 tax bill. However, transactions such as Roth conversions and investment sales generally cannot be backdated after the year ends.

2. Does a Roth conversion lower my taxes for 2026?

Usually not. Converting traditional retirement savings to a Roth account generally creates an immediate tax liability. The trade-off is the potential for qualified tax-free withdrawals later, which can be especially valuable if you anticipate higher taxes in retirement. 

3. Can I deduct an investment loss without selling the investment?

No. A decline in an investment’s market value doesn’t create a deductible capital loss by itself. You generally need to sell the investment in a taxable account to realize the loss. Under wash-sale rules, purchasing substantially identical securities within 30 days before or after a sale can delay your ability to deduct the loss.

4. How do the 2026 Roth catch-up contribution rules affect higher earners?

Starting in 2026, employees who earned more than $150,000 in 2025 wages from their retirement plan sponsor generally must make catch-up contributions as Roth contributions. These contributions won’t reduce current taxable income, but qualified withdrawals can be tax-free. Check with your plan administrator if you’re eligible to make catch-up contributions.

5. Are gifts to family members tax-deductible?

No. Giving money or property to family members generally doesn’t create a federal income tax deduction. However, the 2026 federal gift-tax exclusion allows individuals to give $19,000 per recipient annually, potentially doubling to $38,000 for married couples. Exceeding these limits may require filing a gift tax return, though taxes aren’t automatically due. 

Get Help With Your 2026 Year-End Tax Planning

A little planning before December 31st can make a meaningful difference when tax season arrives. The goal isn’t to pursue every possible tax deduction, but to make thoughtful decisions while you still have time to act.

Your taxes are also just one part of your financial picture. Retirement savings, investments, charitable giving, and upcoming financial needs should all play a role in determining which year-end moves make sense.

At Crafted Finance, we help clients look at these decisions alongside their broader financial plans and coordinate with their tax professionals. If you’d like a second set of eyes on your 2026 year-end tax planning, schedule a complimentary call with our team using the button below.

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