Tax Planning Strategies to Appreciate This Season
Margaret Todd

Thanksgiving offers a natural moment to pause and recognize the people, routines, and opportunities that bring more ease to our lives. Along with time-honored gatherings and traditions, it is also a fitting time to appreciate the financial choices that can make preparing a tax return much more manageable.

Effective tax planning is not something that begins when filing deadlines approach. It is built through consistent habits, timely reviews, and awareness of tax-saving opportunities throughout the year. As the 2026 tax season approaches, Paul Cox & Todd is especially grateful for the planning tools and strategies that can help individuals and families stay prepared, organized, and positioned to make informed financial decisions.

Organized Records Make Tax Preparation Easier

Maintaining clear financial records is one of the most useful habits a taxpayer can develop. It may not be the most exciting part of financial management, but it can reduce the time, uncertainty, and frustration that often accompany tax return preparation.

Keeping receipts, donation acknowledgments, investment reports, business-expense records, and other supporting documents in a central location makes it easier to identify potential deductions and credits. This is particularly important for self-employed individuals, freelancers, and gig workers, who need reliable records of both income and eligible business expenses.

Consistent recordkeeping also means fewer last-minute searches for documents that may be missing when tax time arrives. A simple organizational system used throughout the year can support a smoother filing process and help ensure that important tax opportunities are not overlooked.

Retirement Savings Can Support Present and Future Goals

Contributing to retirement accounts can be a meaningful way to invest in the future while potentially receiving tax benefits today. Retirement planning remains an important component of a broader tax strategy for many individuals and families.

For 2026, eligible participants may contribute up to $24,500 to employer-sponsored retirement plans, including 401(k), 403(b), and most 457 plans. People age 50 and older may generally make an additional $8,000 catch-up contribution. Those between ages 60 and 63 may be eligible for a larger catch-up contribution of $11,250.

Individual Retirement Accounts also remain valuable planning tools. Depending on income and personal circumstances, a traditional IRA contribution may be deductible, while a Roth IRA can provide qualified tax-free withdrawals in retirement. The 2026 IRA contribution limit is $7,500, with an additional $1,100 available for eligible taxpayers age 50 and older.

A Charitable Giving Opportunity for Standard-Deduction Filers

Changes introduced through the One Big Beautiful Bill Act, or OBBBA, created a new charitable giving opportunity beginning in 2026. The change may be particularly helpful for taxpayers who use the standard deduction instead of itemizing their deductions.

Eligible standard-deduction filers may deduct qualifying cash charitable gifts of up to $1,000 for single taxpayers or up to $2,000 for married couples filing jointly. As a result, taxpayers who did not previously receive a direct federal tax benefit for charitable donations may now have an opportunity to do so.

Anyone including charitable giving in year-end plans should retain donation receipts and any other required records. Proper documentation is essential when claiming a charitable deduction on a tax return.

An Added Deduction for Eligible Older Taxpayers

The OBBBA also established a new deduction intended for qualifying taxpayers age 65 and older. This provision may provide additional flexibility for retirees and older individuals reviewing their tax planning options.

For tax years 2025 through 2028, eligible taxpayers may qualify for a deduction of as much as $6,000 per person. If both spouses in a married couple qualify, the potential deduction can reach $12,000, though the benefit phases out as income rises.

This deduction is available to qualifying individuals whether they itemize deductions or use the standard deduction. That flexibility can be important for taxpayers who do not have enough itemized deductions to exceed the standard-deduction amount.

The Value of Choosing the Standard Deduction

In many situations, the simplest filing option can also be the most practical. The standard deduction allows taxpayers to reduce taxable income without documenting and calculating each individual deductible expense.

For 2026, the standard deduction is generally $16,100 for single filers, $32,200 for married couples filing jointly, and $24,150 for heads of household. These amounts can make the standard deduction a beneficial choice for many households.

Still, the best approach should be reviewed each year. Mortgage interest, medical costs, state and local taxes, and charitable contributions can all affect whether itemizing deductions may be more advantageous based on a taxpayer's circumstances.

Family Tax Credits Can Make a Meaningful Difference

Tax credits are among the most valuable tax benefits because they generally reduce the actual amount of tax owed rather than only decreasing taxable income. For families, certain credits can play an important role in annual tax planning.

In 2026, eligible taxpayers may be able to claim a Child Tax Credit of up to $2,200 for each qualifying child under age 17. Income limits and other requirements apply, so eligibility should be considered carefully.

Family circumstances can shift over the course of a year. A child's birth or adoption, as well as changes in custody arrangements, may affect eligibility for available tax credits. Sharing these developments with a tax professional can help ensure that relevant opportunities are considered.

Health Savings Accounts Provide Multiple Tax Advantages

For taxpayers who meet eligibility requirements, a Health Savings Account remains one of the most tax-efficient tools available. An HSA can support current healthcare expenses while also helping individuals prepare for future medical costs.

In 2026, eligible individuals with self-only coverage may contribute up to $4,400 to an HSA. Those with family coverage may contribute as much as $8,750. Taxpayers age 55 and older may also be eligible to make a $1,000 catch-up contribution.

HSAs offer several potential advantages: contributions may be deductible or made with pre-tax funds, investment earnings can grow tax-free, and qualified medical withdrawals are generally tax-free. Unlike flexible spending accounts, unused HSA funds carry forward from one year to the next, allowing the account to remain useful for both immediate and longer-term healthcare needs.

529 Plans Now Offer Broader Education Options

Although 529 plans are often associated with saving for college, recent changes have widened the range of qualifying uses for these accounts. This expansion may make 529 savings more flexible for individuals pursuing different educational and career paths.

Under the OBBBA, eligible expenses may now include certain postsecondary credentialing programs. Depending on the program, qualified costs can include tuition, fees, books, supplies, equipment, and selected testing expenses related to earning or maintaining recognized professional credentials.

This broader use allows more people to apply 529 plan funds toward continuing education and career development rather than limiting the account solely to traditional college expenses.

Tax Planning Works Best Throughout the Year

The most effective tax strategies are rarely created during filing season alone. Reviewing financial circumstances regularly gives taxpayers time to make adjustments while those decisions can still have an impact.

Year-round planning may include checking withholding or estimated tax payments, reviewing retirement contributions, considering charitable gifts, managing investment gains and losses, and estimating overall tax liability before year-end. A proactive approach can help reduce surprises and support more confident financial choices.

As Thanksgiving encourages us to focus on what we value, it can also serve as a reminder to appreciate the financial habits that make tax preparation easier year after year. Organizing records, evaluating retirement savings, exploring available deductions, and reviewing an overall tax strategy are all steps that can have a meaningful effect.

If you would like to discuss these tax planning opportunities or review a year-end strategy before the calendar changes, Paul Cox & Todd is available to help you make informed decisions and approach the 2026 tax season with greater confidence.