Does starting retirement in right before a major market downturn mean that a retiree’s portfolio is doomed to failure or does it all even out in the end? Am I retiring at the wrong time? How will the current market conditions affect my retirement?

Retiring at the ‘wrong’ time may have a dramatic effect on a portfolio’s size, especially if someone is taking withdrawals from that portfolio.

It is not hard to guess, but which image corresponds to retiring right before the Great Depression, and which one is just a ‘normal’ retirement?