The Four Questions That Shape Retirement | Ep. 241

Jul 1, 2026

What can we learn from someone who spent weeks living in retirement communities and interviewing dozens of retirees?

That’s exactly what today’s guest set out to discover. Andi Simon, PhD is a corporate anthropologist whose curiosity about retirement led her to study how people navigate life after work.

Although every story was different, she found that many retirees shared the same struggles and the same opportunities as they entered this next chapter.

We discuss:

  • 4 questions almost everyone wrestles with after leaving their career behind
  • What surprised Andi after interviewing dozens of retirees
  • Why “Saturday every day” isn’t always as fulfilling as it sounds
  • How friendships often change more than we expect after retirement
  • What an anthropologist sees that the rest of us often miss about retirement

 

Resources:
Website: andisimon.com
Book: Rethink Retirement