Just Some BS

Why Retirement Feels So Hard – Identity, Purpose & What Comes Next

Brandon Episode 43

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After 32 years at the same company, John Landis is stepping into retirement—but not without a mental and emotional battle. In this honest and deeply personal episode, John shares the real reasons why retiring is harder than most people think—especially for a generation whose identity is tied to their work.

We explore:

  • The emotional rollercoaster of preparing to leave a job you love
  • Why retirement hits harder when your work is your identity
  • How John built trust with coworkers and clients over 3 decades
  • What younger BD pros can learn from old-school face-to-face sales
  • The unexpected fears about fixed income, self-worth, and purpose
  • Advice for anyone nearing retirement or struggling with “what’s next”

Plus: legendary stories about Al Stewart, busted minivans, business travel in a shoebox-sized car, and the unforgettable truth behind why churches have high ceilings (you’ll see).

If you're building a legacy, considering retirement, or just love a good story from someone who’s lived it—this episode will hit home.

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