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A very good and interesting question. The answer is not simple and may vary with retirement goals and financial situation.

I see you are retiring at a relatively young age and probably want your retirement savings (IRA plus regular brokerage account) to continue to grow, so that the percentage you withdraw each year will keep up with inflation. For example, if you plan to withdraw 6% of your total savings each year for living expenses and your investment returns match the S&P 500, then both your retirement savings and the 6% amount should increase in an average year. Leaving the tax deferred (IRA, 401k) savings intact as long as possible will maximize this growth. This is especially true if you expect retirement to last 20 years or more.

But if your primary goal is to maximize the amount your heirs will receive after taxes and the time horizon is shorter, then withdrawing first from the IRA rather regular savings best may be best.
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