Brian Wolfe | Oct 20 2026 15:00
Year-End Tax Planning Moves for Individuals
As the calendar year draws to a close, personal tax planning can easily be pushed aside by holiday schedules and other obligations. Yet the final months of the year are an important time to look at your finances, because certain planning opportunities may no longer be available after December 31.
Taking action before filing season can make tax preparation less stressful, limit the risk of an unexpected balance due, and help you use available tax-saving strategies. Whether your income, family circumstances, investments, or retirement plans changed this year, a timely review can help you enter the new year better prepared.
Check Your Withholding and Estimated Payments
Tax withholding should reflect your current circumstances, but it is easy for it to become outdated. A job change, salary increase, retirement, new investment earnings, self-employment income, or a change in your household may affect the amount of tax you ultimately owe.
When too little is withheld from your pay, you may face a tax bill when you file. On the other hand, excessive withholding means you have paid more throughout the year than necessary.
It is also important to evaluate estimated tax payments if you receive income without regular withholding. This can include income from self-employment, rentals, investments, or retirement accounts. An estimated-payment review may help you determine whether an additional payment is appropriate before year-end or ahead of the last estimated-tax due date, reducing the possibility of a balance due and potential penalties.
Review Retirement Plan Contributions
Year-end is a useful time to assess how much you have contributed toward retirement. Contributions to workplace plans, including 401(k) and 403(b) accounts, generally need to be made through payroll before the year ends.
If you have remaining paychecks, increasing your contribution amount may reduce current taxable income while adding to your retirement savings. It is also wise to verify that you are receiving the full employer match available under your plan.
A Roth IRA conversion may be worth evaluating for some individuals. Because a conversion generally creates taxable income in the year it is completed, it requires careful consideration. However, qualified Roth IRA withdrawals may be tax-free in the future, which can make this option relevant to broader retirement tax strategies in Maryland and beyond.
Use HSA and FSA Benefits Wisely
For individuals enrolled in a qualifying high-deductible health plan, a Health Savings Account can provide meaningful tax advantages. Eligible contributions may be deductible, account earnings can grow tax-deferred, and withdrawals for qualified medical costs are generally tax-free.
If you have not yet reached your annual HSA contribution limit, review whether an additional contribution could fit into your personal tax planning. There may still be time to increase your funding before the applicable deadline.
Flexible Spending Accounts deserve attention as well. Many FSA arrangements are subject to use-it-or-lose-it provisions, meaning unused funds may be forfeited after the plan’s permitted period. Since employer plan rules differ, reviewing your balance and eligible expenses now may help prevent funds from going unused. Open enrollment can also be an appropriate time to confirm that next year’s FSA election still meets your household’s needs.
Evaluate Investments and Income Timing
Investment activity can create year-end tax planning opportunities. If you hold investments that declined in value, tax-loss harvesting may be an option to consider. Realizing a loss may offset capital gains and, in certain situations, may also offset a limited amount of ordinary income.
Investment decisions should remain connected to your long-term financial objectives rather than being made for taxes alone. It is also essential to understand the IRS wash-sale rules, which can restrict the intended tax treatment when substantially similar investments are repurchased too quickly.
Consider the timing of income and deductible expenses as well. Depending on your individual circumstances, it may be beneficial to accelerate deductions into the current year or postpone income until the following year. In other cases, recognizing income sooner or delaying deductions may be preferable. A Maryland CPA for individuals can help evaluate which approach aligns with your broader tax position.
Plan Charitable Gifts Before December 31
Charitable contributions are often made near the end of the year, and thoughtful planning may help maximize their potential tax value. If charitable giving is part of your plans, retain receipts and written acknowledgments for all eligible gifts.
Some taxpayers may want to explore giving appreciated securities instead of cash. Others who itemize deductions may benefit from grouping multiple years of charitable donations into one tax year. The right approach depends on your income, deductions, and giving goals.
To be included on the current year’s return, contributions generally must be completed by year-end. Planning early can help ensure your donation is properly documented and completed on time.
Complete Required Minimum Distributions
Individuals who are required to take Required Minimum Distributions should confirm that those withdrawals are completed before the end of the year. Failing to take an RMD when required can result in penalties, so this is a critical item for retirees to address.
If charitable giving is a priority, eligible IRA owners may consider whether a Qualified Charitable Distribution is appropriate. A QCD allows qualifying individuals to send charitable gifts directly from an IRA. Depending on the circumstances, the distribution may satisfy some or all of an RMD while receiving favorable tax treatment.
Organize Records and Review Education Savings
Those saving for education through a 529 plan may also want to review their annual contributions. Some states provide tax benefits for qualifying 529 contributions, and even modest additions can support education savings over time.
Before January arrives, begin gathering the documents needed for tax filing. Useful records may include charitable-giving receipts, mortgage interest information, property tax documentation, investment statements, childcare expense records, self-employment income details, and medical expense records.
Organizing paperwork early can make tax filing services in Maryland more efficient and help reduce the risk of missing deductions or credits. It also gives you a clearer view of the information that may need follow-up before your return is prepared.
Put a Year-End Tax Plan in Place
The last weeks of the year can pass quickly, and many tax decisions must be completed before the calendar changes. Reviewing withholding, retirement contributions, health accounts, investments, charitable gifts, required distributions, education savings, and supporting records now can make tax season more manageable and reduce unwelcome surprises.
Wolfe and Fiedler PA provides professional tax planning in Maryland for individuals seeking clear, personalized guidance. As a CPA firm serving Catonsville, Eldersburg, and surrounding communities, Wolfe and Fiedler PA can help you review your year-end tax position, understand available options, and prepare for a more confident filing season.
