Office hours: withdrawal strategy and early retirement — open this week

Three routes come up most often. The rule of 55 lets you take penalty-free distributions from the plan at your most recent employer if you separate in or after the year you turn 55 — but it applies to that plan only, so rolling it to an IRA first destroys the option. A 72(t) series of substantially equal periodic payments works from an IRA but locks you in for five years or until 59½, whichever is longer, and breaking it is costly. And plain taxable savings or Roth contribution basis bridges the gap with no restrictions at all. Which is cleanest depends entirely on what you already have where. Educational only.

Often yes, and the reason is that you are effectively buying an inflation-adjusted lifetime annuity at a rate no insurer offers. Spending portfolio assets to delay is the mechanism, not a side effect. It looks worse on a statement in the interim and better for the rest of a long retirement. The case weakens with a materially shortened life expectancy, and it changes shape for married couples, where the decision is really about the higher earner’s benefit as a survivor benefit.