Open Enrollment Is Around the Corner—Are Your Benefits Tax-Smart?

Open Enrollment Is Around the Corner—Are Your Benefits Tax-Smart?

Prepare for open enrollment with tips on making your benefits tax-smart to maximize savings and reduce your taxable income.

Open Enrollment Is Around the Corner—Are Your Benefits Tax-Smart?

As the calendar flips toward the last quarter of the year, many employers and employees prepare for open enrollment season—the essential period to review and select workplace benefits for the coming year. While this time is often associated primarily with choosing health insurance plans, flexible spending accounts, and other perks, there’s a growing need to approach your selections with a tax-smart mindset.

Open enrollment is not just about picking the cheapest option or the most popular plan. It’s about strategically aligning your benefits to maximize tax advantages, reduce your taxable income, and improve your overall financial wellness. This guide will walk you through how to make tax-efficient benefits choices during open enrollment, explain the most important tax-advantaged benefits, and help you avoid common mistakes.

Why Open Enrollment Is a Critical Tax Planning Opportunity

Open enrollment is typically a once-a-year event where you can make or change your benefit elections without a qualifying life event. This includes selecting health insurance plans, enrolling in Flexible Spending Accounts (FSAs) or Health Savings Accounts (HSAs), choosing dependent care accounts, and adjusting retirement contributions.

Why is this important from a tax perspective?

  • Many workplace benefits directly reduce your taxable income.

  • Selecting the right combination can save you thousands in federal, state, and payroll taxes.

  • Tax advantages on benefits like HSAs and retirement plans compound over time, impacting your long-term financial health.

Neglecting to optimize your benefits can lead to missed savings or unexpected tax bills later on.

Key Benefits to Consider for Tax Savings

Let's explore each one in detail with the latest 2025 limits and updates.

Health Savings Accounts (HSA): Triple Tax Advantage

If your employer offers a High Deductible Health Plan (HDHP), you probably qualify for an HSA, one of the most powerful tax-advantaged accounts available.

What Makes HSAs Tax-Smart?

HSAs offer a unique triple tax benefit:

  1. Contributions are tax-deductible or pre-tax if made through payroll deduction.

  2. Earnings grow tax-free.

  3. Withdrawals for qualified medical expenses are tax-free.

Contributing the maximum allowed to an HSA can significantly reduce your taxable income while helping cover out-of-pocket health costs.

2025 Contribution Limits and Catch-Up Contributions

The IRS updated the 2025 HSA contribution limits as follows:

  • $4,150 for individual coverage

  • $8,300 for family coverage

  • Additional $1,000 catch-up contribution if you’re age 55 or older

Using HSAs for Long-Term Savings

Funds in an HSA roll over year to year indefinitely. Many savers treat their HSAs as a supplemental retirement account to pay for healthcare costs tax-free in retirement.

Flexible Spending Accounts (FSA): Use It or Lose It

Flexible Spending Accounts (FSAs) allow employees to set aside pre-tax dollars for qualified healthcare expenses.

Benefits and Limits for 2025

  • Contributions reduce your taxable income.

  • Funds can be used for copays, prescriptions, dental, vision, and other qualified expenses.

  • The IRS increased the 2025 FSA contribution limit to $3,050 per year.

Important Considerations

  • FSAs typically have a "use it or lose it" rule; unused funds are forfeited unless your plan offers a grace period or carryover option.

  • You cannot contribute to both an HSA and a healthcare FSA simultaneously unless the FSA is a limited-purpose FSA (used only for dental and vision expenses).

Strategies for Tax-Smart FSA Use

  • Estimate healthcare expenses carefully to avoid forfeiture.

  • Use FSAs for predictable expenses like routine dental or vision care.

Dependent Care Flexible Spending Accounts (DCFSA)

For employees with dependent care expenses, the DCFSA allows pre-tax contributions to pay for eligible childcare or eldercare services.

2025 Contribution Limits

  • Up to $5,000 per household ($2,500 if married filing separately).

Tax Advantages

  • Contributions reduce your taxable income.

  • Unlike the child and dependent care tax credit, the DCFSA reduces taxable income upfront, providing immediate tax savings.


Eligible Expenses

  • Daycare, preschool, before/after school programs

  • Elder care for a dependent who lives with you


Important Notes

  • Funds must be used for qualified care services.

  • Some plans have a "use it or lose it" policy.

Retirement Savings Plans: Maximize Your 401(k) or 403(b)

Open enrollment is a great time to review and adjust your retirement plan contributions.

2025 Contribution Limits for Employer-Sponsored Retirement Plans

  • Standard contribution limit: $23,000

  • Catch-up contributions (age 50+): $7,500

Pre-Tax Contributions Lower Taxable Income

Contributions to traditional 401(k)s are deducted from your paycheck before federal income taxes are calculated, lowering your taxable income.

Roth vs. Traditional Contributions

  • Traditional: Contributions reduce taxable income today; taxes paid upon withdrawal.

  • Roth: Contributions are made with after-tax dollars; withdrawals are tax-free if conditions are met.

Consider your current and expected future tax brackets to decide which is best for you.

Commuter Benefits: Tax-Smart Transportation Expenses

Employers may offer commuter benefits that let you set aside pre-tax money for public transit, parking, or vanpooling.

2025 Monthly Limits

  • Up to $300 per month for transit

  • Up to $300 per month for parking

Using these benefits reduces your taxable income and can make commuting more affordable.

Life and Disability Insurance Benefits: Tax Implications

Employer-paid life and disability insurance premiums have specific tax rules:

  • Employer-paid premiums for group-term life insurance coverage up to $50,000 are excluded from income.

  • Supplemental coverage over $50,000 is taxable.

  • Disability benefits may be taxable or tax-free depending on who pays the premiums.

Review your coverage during open enrollment and understand the tax implications of supplemental elections.

How to Approach Open Enrollment: A Tax-Smart Checklist

1. Review Your Past Year’s Expenses

Examine your medical, dependent care, and commuting expenses to estimate what you’ll need.

2. Understand Your Health Insurance Options

Look at premiums, deductibles, out-of-pocket limits, and HSA eligibility.

3. Maximize Contributions to Tax-Advantaged Accounts

Fully fund your HSA if eligible. Fund FSAs and DCFSA carefully based on expected expenses.

4. Adjust Retirement Contributions

Increase your 401(k) contributions if possible to maximize tax savings and build your retirement fund.

5. Leverage Commuter Benefits

Even modest monthly contributions can add up to meaningful tax savings.

6. Review Life and Disability Insurance

Ensure your coverage matches your current needs and understand the tax effects.

7. Consult a Tax Professional

If unsure about your benefit choices or tax impact, seek advice from a tax or financial professional.



❌ Common Mistakes to Avoid During Open Enrollment

  • Ignoring tax implications when selecting benefits.

  • Underestimating expenses, especially for FSAs (which have use-it-or-lose-it rules).

  • Not updating elections after life changes like marriage or having children.

  • Overlooking plan details that affect your tax savings.

The Bigger Picture: Benefits as Part of Your Financial Plan

Selecting tax-smart benefits is one piece of your larger financial strategy. Coordinating employer benefits with personal savings, investments, and tax planning can amplify your financial security.

Final Thoughts: Make Your Open Enrollment Tax-Smart This Year

Open enrollment is your annual opportunity to take control of your benefits and tax situation. By reviewing options carefully and prioritizing tax-advantaged accounts, you can reduce your tax burden, improve healthcare spending efficiency, and build long-term savings.

Start early, read all plan details, ask questions, and make the best decisions for your financial wellness.

Frequently Asked Questions (FAQs)

1. What is the difference between an HSA and an FSA?

An HSA (Health Savings Account) is available only if you have a High Deductible Health Plan (HDHP) and offers a triple tax advantage: tax-deductible contributions, tax-free growth, and tax-free withdrawals for qualified medical expenses. Funds roll over year to year indefinitely. An FSA (Flexible Spending Account) can be used with most health plans, allows pre-tax contributions for healthcare expenses, but typically has a “use it or lose it” rule, meaning unused funds may be forfeited at the end of the plan year.

2. Can I contribute to both an HSA and an FSA?

Generally, you cannot contribute to both a general-purpose healthcare FSA and an HSA in the same year. However, you can contribute to a limited-purpose FSA (for vision and dental expenses only) while contributing to an HSA.

3. What are the 2025 contribution limits for HSAs and FSAs?

For 2025, the HSA contribution limits are $4,150 for individuals and $8,300 for families, with an additional $1,000 catch-up contribution if you’re age 55 or older. The healthcare FSA limit is $3,050 for 2025.

4. How do commuter benefits reduce my taxable income?

Commuter benefits allow you to set aside pre-tax dollars for eligible commuting costs like public transit and parking, up to $300 per month for each. This reduces your taxable income, meaning you pay less in federal income and payroll taxes.

5. What happens if I don’t use all my FSA funds by the end of the year?

Most FSAs have a "use it or lose it" rule, so unused funds are forfeited at the end of the plan year. Some employers may offer a short grace period or allow you to carry over a small amount (up to $610 in 2025), so check your plan’s rules carefully.

I hope this information was helpful! If you have any questions, feel free to reach out to us here. I’d be happy to chat with you. 

Vincere Tax can help you with the tax implications of business taxes, stocks, bonds, ETFs, cryptocurrency, rental property income, and other investments. 

Being audited is comparable to being struck by lightning. You don't want to practice pole vaulting in a thunderstorm just because it's unlikely. Making sure your books are accurate and your taxes are filed on time is one of the best ways to keep your head down during tax season. Check out Vincere's take on tax season!

Connect with Josh

Friends don’t let friends do their own taxes. Share this article! 

This post is just for informational purposes and is not meant to be legal, business, or tax advice. Regarding the matters discussed in this post, each individual should consult his or her own attorney, business advisor, or tax advisor. Vincere accepts no responsibility for actions taken in reliance on the information contained in this document.

The best source of information on tax

For business tax planning articles, our tax resources provides valuable insights into how you can reduce your tax liability now, and in the future.

Taxes

Tax Moves to Make Now to Maximize Your 2025 Refund

read more
Taxes

Planning a Summer Trip? Here’s What’s Tax-Deductible

read more
Taxes

Open Enrollment Is Around the Corner—Are Your Benefits Tax-Smart?

read more

Contact Vincere Tax And Start Saving Money With Your Taxes.

Our friendly and professional team is ready to service you. Let us help you to minimize your tax burden and save money.

Talk with an Expert
Vincere Tax - Tax Reviews and Tax Planning