An advisor for wealthy people who have retired early explains why he thinks 401ks are ‘money jail,’ and where he tells clients to invest instead

An advisor for wealthy people who have retired early explains why he thinks 401ks are ‘money jail,’ and where he tells clients to invest instead

An advisor for wealthy people who have retired early explains why he thinks 401ks are ‘money jail,’ and where he tells clients to invest instead

Aerial shot of Midtown Manhattan cityscape with the Financial District visible in the distance at twilight.
Austin Dean calls retirement-specific accounts such as 401(k) plans and IRAs “money jail.”halbergman/Getty Images
  • Austin Dean advises his high-net-worth clients to avoid 401(k) “money jail.”

  • He recommends alternatives for building wealth that offer more flexibility and control.

  • His advice for clients enables quick access to cash without the need to sell investments and trigger capital gains tax.

As Austin Dean was earning his various financial advisor certifications, he wasn’t fully satisfied with the curriculum that revolved around traditional wisdom — particularly the advice to max out retirement accounts.

He was in his early 20s at the time and personally interested in the financial independence movement. The thought of “locking up” his savings in accounts that wouldn’t be accessible until age 59 ½ wasn’t appealing.

“I was like, ‘There’s got to be a better way. I don’t want to have to wait until I’m 60 to be able to feel like I have the financial flexibility to do the things I want to do,'” the founder and CEO of Waystone Advisors, an RIA firm that specializes in helping people achieve financial independence in non-traditional ways, told Business Insider.

He started digging into what the top 1% do — and their strategies were entirely different.

“The most wealthy don’t get there by maximizing their 401(k)s and making coffee at home,” said Dean, who has ChFC, CLU, CFP, and RICP designations. “They started businesses, they bought businesses, they invested in real estate, they prioritized cash flow, they became the bank.”

Dean refers to retirement-specific accounts such as 401(k) plans and IRAs as “money jail.” They’re excellent savings vehicles with strong tax benefits, but you typically can’t access your contributions without incurring a 10% fee until you reach age 59 ½. This rule is in place to encourage individuals to keep their retirement money invested, rather than dipping into it for short-term goals.

Another consequence of maxing out tax-deferred retirement accounts may arise years later when you must start withdrawing from them in your 70s — the IRS calls these required minimum distributions (RMDs), and they’re calculated based on your account balance and life expectancy. If you don’t start taking RMDs, you could incur a 25% penalty.

“The IRS very reasonably says, ‘We haven’t gotten our piece of that,’ and you need to start pulling that money out,” he explained. However, if you’ve been fiscally savvy and built income streams that provide enough cash flow to live on without needing the retirement account funds, you’re “unfortunately stuck in this position of having to pull that money out anyway and then pay taxes on it. Retirement accounts take away our control and put it in the hands of the IRS.”

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