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Year-End Tax Planning Tips With 100 Days Left in 2026

Adele Kirby
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With only a few months left in 2026, this is an ideal moment to revisit your tax situation and ensure you are prepared for filing season. A proactive approach now can help you spot potential savings, avoid surprises, and strengthen your overall financial readiness. These final weeks of the year often bring meaningful opportunities to review tax-related items, make strategic adjustments, and ensure your records are complete. Many individuals find that planning ahead creates a smoother and far less stressful filing experience.

As a Chambersburg accounting firm supporting families and small businesses across south central Pennsylvania and nationwide, Trinity Accounting Services regularly helps taxpayers use this time of year to take stock of their financial picture. Whether you work with a Chambersburg PA accountant, a virtual accountant in Pennsylvania, or handle your own planning, the final stretch of the year is a valuable time to evaluate income, deductions, retirement contributions, and important life changes that could affect your 2026 return.

Review Your Withholding and Estimated Tax Payments

One of the most impactful steps you can take before the end of the year is reviewing your federal, state, and local tax withholding or estimated tax payments. Income changes—such as a new job, investment activity, or gig work—can shift your tax liability more than you might expect. If your withholding no longer reflects what you earn, your return may result in an unexpected tax bill.

Evaluating where you stand now gives you time to adjust payroll withholding, make an estimated payment, or update information with your employer. This review can be especially helpful if you earned freelance income, changed roles, or took on additional work during 2026. A quick check today may help you avoid surprises once tax season begins.

Review Side Income and 1099 Reporting Requirements

As more people earn money through contract work, consulting, online sales, or digital platforms, it’s increasingly important to understand your reporting responsibilities. If you received non‑W‑2 income this year, reviewing your earnings and related expenses before December 31 can help ensure you are prepared for 1099 reporting.

Those who receive self‑employment income often benefit from tracking deductible expenses, setting aside funds for taxes, and confirming that their quarterly estimates align with what they’ve earned. Individuals with gig income may also want to speak with a Chambersburg tax preparer or Harrisburg accountant for guidance on categorizing income and documenting business costs. Getting organized now helps prevent filing issues later.

Boost Retirement Savings Before December 31

Increasing contributions to eligible retirement accounts is another way to improve your tax position before the year closes. Contributions to certain workplace plans or traditional IRAs may reduce your taxable income, helping you save more for the future while lowering your current tax burden.

Taxpayers age 50 and older may also qualify for catch‑up contributions, allowing them to put additional funds aside in the final weeks of the year. Recent changes to retirement savings rules offer even more flexibility for individuals in their early 60s, making it a good time to review options with a financial professional or CPA Chambersburg firm.

Determine Whether a Roth IRA Conversion Makes Sense

For some individuals, converting a portion of a traditional IRA to a Roth IRA before year‑end may support long‑term planning goals. Although the converted amount is typically taxable in the year of transfer, qualifying future withdrawals from a Roth account are tax‑free.

This strategy may be especially useful during a lower‑income year or for those planning ahead for retirement distributions. Reviewing the potential long‑term impact before December 31 can help you determine whether a Roth conversion fits your personal financial goals.

Look at Education and Dependent Care Tax Benefits

Families with childcare expenses or college‑related costs should consider whether additional payments before year‑end could strengthen their eligibility for tax benefits. Qualified tuition payments made in 2026 may influence your ability to claim education‑related credits on your return.

Parents or caregivers who paid for daycare, after‑school care, day camps, or similar services so they could work or look for work should also review their records. Expanded tax rules beginning in 2026 make the Child and Dependent Care Credit an important area to revisit before filing season.

Take Advantage of HSA and FSA Opportunities

Health Savings Accounts and Flexible Spending Accounts often play a significant role in year‑end planning. Reviewing your contribution levels, remaining balances, and eligible expenses before December 31 can help you maximize available tax benefits.

These accounts provide valuable opportunities to set aside pre‑tax dollars for qualified medical expenses, and a year‑end review ensures you make the most of them while deadlines are still approaching.

Evaluate Charitable Giving Options

Charitable donations continue to be a meaningful tax‑planning tool for many individuals. Beginning with the 2026 tax year, even taxpayers who take the standard deduction may qualify to deduct certain cash contributions under new tax law. That makes it worthwhile to evaluate your giving strategy even if you do not plan to itemize.

Those near the threshold for itemizing may also want to consider whether consolidating charitable gifts into one tax year could increase their overall benefit. Reviewing these possibilities now helps you plan with clarity and intention.

Review Required Minimum Distributions and Beneficiary Information

Taxpayers age 73 or older generally need to take required minimum distributions from applicable retirement accounts. Missing these withdrawals can lead to penalties, so verifying requirements early is an essential part of year‑end planning.

This is also a good time to check beneficiary designations on financial accounts, retirement plans, and insurance policies. Life changes—marriage, divorce, births, or deaths—can make existing designations outdated. Ensuring accuracy now helps keep your long‑term plans aligned with your wishes.

Get Organized Before Filing Season Arrives

One of the simplest steps you can take during the final months of the year is organizing your tax records. Collecting receipts, donation acknowledgments, bank statements, and business expense documentation early can make tax preparation more efficient and accurate.

Proper organization also helps you uncover deductions or credits you might otherwise overlook. As a Chambersburg CPA firm supporting individuals and small businesses across Franklin County and beyond, we often remind clients that early preparation makes tax season far less stressful.

If you would like support reviewing these year‑end tax planning opportunities or need guidance from a Chambersburg PA accountant, our team at Trinity Accounting Services is here to help. We offer comprehensive individual tax services, small business tax preparation, and year‑end planning for clients locally and nationwide. Reach out anytime to discuss your goals and explore the steps that can help you prepare for a confident tax season.