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Unlocking Tax Advantages: HSAs vs. 401(k)s – What You Need to Know

Understanding Income in Respect of a Decedent (IRD): The Double-Tax Trap Lurking in Your Estate Plan

At Modoo Strategy, we often dive into the tools that help people navigate their financial journeys more efficiently. Health Savings Accounts (HSAs) and 401(k)s are two popular options for building wealth while managing taxes, especially as HSAs continue to gain traction much like 401(k)s did in their early days. In this post, we'll explore how these accounts work, their key differences, and some general considerations for approaching them. Remember, this is for informational purposes only—everyone's situation is unique, so consult a professional for personalized guidance.

The Triple Tax Power of HSAs

HSAs are frequently called "triple stealth" tax savers for good reason. They offer potential tax benefits at three stages:

  1. Contribution: Contributions are typically tax-deductible, reducing your taxable income in the year you make them.
  2. Growth: Investments inside the account grow tax-free.
  3. Distribution: Withdrawals for qualified medical expenses are also tax-free.

This structure makes HSAs versatile, especially for healthcare-related costs. After age 65, you can withdraw funds for non-medical purposes without penalty, though those withdrawals would then be taxed as ordinary income—similar to certain other retirement accounts. One interesting feature is the ability to reimburse yourself for past qualified medical expenses, as long as you keep receipts. This lets the money stay invested longer, potentially growing more over time, but it does require good record-keeping habits.

A key enhancement for many: If your employer offers the option to contribute to an HSA through payroll deductions (often via a Section 125 cafeteria plan), those contributions can come out pre-tax not only for federal income taxes but also for FICA taxes (Social Security and Medicare, typically 7.65% for employees). This means the contributions avoid FICA taxation entirely—unlike personal contributions made directly to the HSA after receiving your paycheck, which are deductible only for income taxes on your return. This payroll route can add an extra layer of tax efficiency for eligible employees, making HSAs even more attractive when this setup is available.

To qualify for an HSA, you need to be enrolled in a High Deductible Health Plan (HDHP). This is a crucial point: Not every health insurance setup fits, so evaluating your coverage, provider networks, and deductibles is essential before diving in.

How 401(k)s Stack Up

401(k)s come in two main types: traditional (pre-tax) and Roth.

  • Traditional 401(k): Contributions reduce your taxable income now, and the money grows tax-free. Withdrawals in retirement are taxed as ordinary income.
  • Roth 401(k): No upfront tax deduction, but growth is tax-free, and qualified withdrawals in retirement are tax-free too.

In essence, a traditional 401(k) mirrors an HSA's non-medical withdrawal after 65, while a Roth offers tax-free access later on. However, HSAs combine elements of both if used for medical needs, giving them a unique edge in that scenario—especially with the potential FICA savings via payroll when applicable.

Key differences include:

  • Eligibility: 401(k)s are employer-sponsored and don't require specific health insurance, unlike HSAs which tie to HDHPs.
  • Contribution Limits: 401(k)s generally allow higher annual contributions compared to HSAs, providing more room to save.
  • Withdrawal Flexibility: Penalty-free access to 401(k) funds starts at age 59½ for retirement purposes, while HSAs wait until 65 for non-medical uses (though medical reimbursements can happen anytime).
  • Employer Perks: Many 401(k)s include matching contributions from employers, which HSAs typically lack (though some employers do contribute to HSAs separately, and those can also be FICA-exempt).

Prioritizing Between HSAs and 401(k)s

In practice, when both options are available and you can maximize contributions to each, the smartest approach is often to utilize both rather than viewing it as an either/or decision. The discussion isn't typically about choosing one over the other—instead, it's about layering them strategically within your broader financial picture. 

Many people prioritize the 401(k) for core retirement savings, especially if there's an employer match (which is essentially free money) and higher contribution limits. The HSA then serves as an excellent additional vehicle, particularly for future healthcare expenses that tend to rise with age. Its flexibility—allowing tax-free growth and withdrawals for medical needs, plus the post-65 option for non-medical use—makes it a powerful complement, almost like a supplemental retirement account with a healthcare focus.

That said, HSAs aren't ideal for passing wealth to heirs in the same tax-advantaged way as some other accounts. If the beneficiary is a spouse, the HSA can transfer seamlessly and retain its full tax benefits. For non-spouse heirs, the account generally loses its HSA status upon the owner's death, with the balance becoming taxable income to the beneficiary (though potentially reduced by any of the decedent's qualified medical expenses paid within one year after death). This is one reason why integrating these accounts into a comprehensive financial plan—including estate considerations—is so valuable.

Other factors like your timeline for needing funds play a role too. If earlier access is a priority, the 401(k)'s lower penalty-free age might influence sequencing. Ultimately, balancing these accounts depends on broader financial elements, such as current tax brackets and long-term goals. 

HSAs are on a growth path similar to 401(k)s, offering powerful ways to prepare for healthcare and retirement costs. Understanding these basics—including smart contribution methods—can help inform your approach, but always weigh them against your full picture.

Disclaimer: The information provided in this blog post is for general educational and informational purposes only and does not constitute financial, tax, investment, or legal advice. Tax laws and regulations can change, and individual circumstances (including income, health plan details, employment status, and state-specific rules) vary significantly. What may be advantageous for one person could be less suitable—or even disadvantageous—for another. Always consult with a qualified financial planner, tax professional, or attorney who can review your specific situation before making any decisions related to HSAs, 401(k)s, or other retirement and savings vehicles. Modoo Strategy LLC and its representatives are not responsible for any actions taken based on the content of this post.
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