E50: Building a Retirement Withdrawal Strategy: Which accounts to have and pull from?

You’ve worked for decades as a CRNA, built a solid nest egg, and retirement day has finally arrived. The celebration is over, the farewell party is done, and you’re now faced with a sobering realization: the paycheck you’ve depended on for 30 years is gone forever. Where does your money come from to pay the bills? Should you pull from your 401(k), your Roth IRA, or that brokerage account you’ve been building?

Choosing the wrong account first could cost you hundreds of thousands of dollars over your retirement. This guide breaks down everything you need to know to build a tax-efficient, sustainable retirement withdrawal strategy designed specifically for CRNAs.

The First Step: Your Income Foundation 

Before deciding which accounts to withdraw from, you need to understand your income foundation. This is your guaranteed income that won’t impact your portfolio, such as Social Security benefits, pension benefits, or passive income streams like rental properties. If you need $10,000 a month to live comfortably, and Social Security provides $4,000, your portfolio only needs to generate the remaining $6,000. 

Knowing this number—your “gap”—is crucial because it determines everything else about your withdrawal strategy. It’s also important to consider the timing of these income sources, as delaying Social Security, for instance, can create a strategic window for tax planning.

The Three Account Types 

Your retirement money is likely held in three different types of accounts, each with completely different tax implications:

  • Taxable Accounts: These are accounts like a regular brokerage account. The money you contributed was already taxed, so when you sell investments, you only pay capital gains taxes on any growth. If your overall income is low enough, this can be a great way to generate income at a 0% federal tax rate.
  • Tax-Deferred Accounts: These include your traditional 401(k), 403(b), and traditional IRA. You received a tax deduction when the money went in, so every dollar you pull out is taxed as ordinary income, just like a paycheck. The major catch is that at age 73, the IRS forces you to take Required Minimum Distributions (RMDs), whether you need the money or not.
  • Tax-Free Accounts: This is your Roth IRA and Roth 401(k). You paid taxes on this money when it went in, and now it grows completely tax-free. When you pull money out in retirement, it’s 100% tax-free—no taxes on the principal, no taxes on the growth, and no taxes ever again.

Challenging Conventional Wisdom 

Conventional wisdom often advises spending down your taxable accounts first, then tax-deferred accounts, and tax-free accounts last. But this is not an optimal strategy for high-earning CRNAs who are likely to face significant RMDs down the road. The optimal withdrawal order isn’t about following a rigid sequence; it’s about “filling up tax brackets efficiently while setting yourself up for long-term tax savings.”

A Strategic Withdrawal Framework 

A better approach is to be strategic. For example, a married couple needing $40,000 per year from their portfolio could take $32,000 from their traditional 401(k) to fill up their standard deduction and stay in the lowest tax bracket. The remaining $8,000 could come from their brokerage account, structured to pay a 0% federal capital gains tax rate. This combination allows you to pay the lowest possible tax rate on withdrawals while systematically reducing your tax-deferred accounts before RMDs kick in.

The Impact of Social Security and RMDs 

Once Social Security comes into the picture, the math changes. Depending on your total income, up to 85% of your Social Security benefits could be subject to federal taxes. This is why you need to be strategic about the amount of taxable income you generate from your retirement accounts. RMDs add another layer of complexity. 

If you have a large 401(k) balance, RMDs can push you into higher tax brackets and cause more of your Social Security to be taxed, even if you don’t need the money. Systematically reducing your tax-deferred balances in your 60s and early 70s can help keep RMDs at manageable levels throughout retirement.

The Role of a Bucket Strategy

 What happens if the market crashes right after you retire? This is where a bucket strategy becomes crucial. Think of your portfolio as having three buckets:

  • Short-Term Bucket: One to two years of expenses in cash or cash-like investments.
  • Medium-Term Bucket: Three to five years of expenses in conservative investments.
  • Long-Term Bucket: The rest in growth investments. When the market is down, you can live off your cash bucket, letting your growth investments recover. This prevents you from having to sell stocks at the worst possible time, which is one of the biggest risks to retirement success.

Ready to Build Your Retirement Withdrawal Strategy?

Retirement withdrawal planning is about maximizing every dollar through smart tax planning and strategic decision-making. The order in which you withdraw from your accounts can literally determine whether you retire as a millionaire or a multimillionaire. This level of planning doesn’t happen by accident. It requires an intentional strategy, regular review, and expertise that understands both the tax code and the unique challenges facing CRNAs. If you are realizing that your current approach might not be optimal, it’s time to take action.

Ready to see how Oak Capital Advisors can help? Schedule a meeting.

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