Should You Max Out Your 401(k) or Invest in a Brokerage?

It is one of the most common FI questions. Should you max out your 401(k) or put extra money into a taxable brokerage account? The answer is not always straightforward, and it can decide how flexible and tax efficient your plan feels once you start living off it.

Before diving deeper, here is a quick reminder on the Investing Order for FI guide. This order isn’t one-size-fits-all, but it gives you a flexible roadmap for balancing tax advantages, liquidity, and growth potential.

Understanding what you are really choosing

At its core, this is not just about where you invest. It is about when and how you want to access that money and what tradeoffs you are willing to make along the way. Each account type plays a different role, and the right mix changes as your FI journey evolves.

The case for maxing your 401(k)

When your income is high, a 401(k) is a powerful tool. Every pre-tax dollar lowers your taxable income now and compounds for decades. If your employer offers a match, that is an instant, risk-free return and part of your compensation. The tax savings can also be redirected. If maxing your 401(k) saves you $5,000 in taxes, that cash can fund a Roth IRA, cover insurance premiums, or bolster your emergency fund.

Pro tip: If you are in the 22–32% federal bracket, every $1 invested pre-tax can save roughly 25–35 cents in taxes now. That is real leverage.

Trade-off: Access.

Funds are harder to touch before age 59½ and may face a 10% early withdrawal penalty. Several penalty-free exceptions exist, including the Rule of 55, SEPP under Rule 72(t), qualified emergencies, and disability. Rolling an old 401(k) to an IRA can also open limited penalty exceptions, such as the $10,000 first-home allowance.

When to prioritize an IRA

After you capture the full employer match, or if your company does not offer one, an IRA can be the ideal next step. You might prioritize an IRA if your 401(k) fees are high, you want broader fund choices, you expect a higher tax bracket later and prefer Roth, or you want flexible access to Roth contributions.

The case for investing in a brokerage

Flexibility is one of the most underrated assets in any FI plan. A brokerage account gives you full control. You can withdraw funds anytime for a home purchase, a sabbatical, or to bridge early retirement years before age 59½. Brokerage accounts also enable strong tax planning in early FI. If you live mostly off long-term capital gains, you may qualify for the 0% capital gains bracket, which can allow tax-free withdrawals if your taxable income is low enough.

FlexFI takeaway: Liquidity is its own kind of security. You cannot spend tax deferral if your money is locked up for 20 years.

How they can work together

The best FI strategies diversify not only across investments but across tax treatments. Think of it as balancing growth and control.

Each account is a different time machine for your money. It sets when you benefit and how much control you have over future withdrawals.

Account Type Primary Benefit Access Before 59½
401(k) / Traditional IRA Current tax deduction and long compounding Limited, with specific exceptions
Roth IRA / Roth 401(k) Tax-free withdrawals later Roth contributions generally accessible
Taxable Brokerage Total flexibility and tax planning options Fully accessible anytime

How to decide what is right for you

Bottom line

There is no one-size-fits-all answer. The smart approach usually blends pre-tax, Roth, and taxable accounts in proportions that give you both growth and freedom. The goal isn’t just to build wealth. It’s to build options.

Before you auto-pilot into maxing a 401(k), take a few minutes to run your own numbers and review the Investing Order for FI. Small contribution shifts can make your plan more flexible.


← See the FI Investing Order Next: The FI Tradeoffs Nobody Talks About →

Did this help your FI plan? If you got value, you can keep FIREandLife ad-light and community-driven by buying me a coffee.

☕ Buy Me a Coffee