For people who've spent decades succeeding at work, life comes with a scoreboard. There are goals to hit, problems to solve, and clear ways to know when you're succeeding.

Then comes a stage of life when those measurements don't work quite as well. My guest today is psychologist Brent Beam, who works with executives and men navigating major life transitions.

We talk about what happens when the focus shifts from achievement to experience, and why that can require a new way of measuring a good life.

You'll hear about:

• Why Brent encourages men to shift from external KPIs to internal ones
  
  
• How being willing to be bad at something can make life more expansive
  
  
• Why making friends may need to become your new "job"
  
  
• How retirement can put unexpected pressure on a marriage
  
  
• What to consider before assuming a board seat and more golf will be enough

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Resources:

Website: brentbeanphd.com

The How of Happiness by Sonja Lyubomirsky

We spend a lot of time thinking about the past or worrying about the future. What gets lost in between?

For Dr. Evan Fishman, that question became more personal after he was laid off from Facebook in 2023. The experience forced him to rethink how much of his identity was tied to work, achievement, and what came next.

Today, Evan helps others navigate similar questions around identity, uncertainty, and being present.

In this episode, we cover:

• How Evan's Facebook layoff changed the way he saw his life
  
  
• What we use to avoid uncomfortable feelings
  
  
• Why fear can create stories that feel true (even when they aren't)
  
  
• How to become more comfortable with uncertainty
  
  
• Why the present moment matters during times of change

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Resources

www.evanfishman.com

https://www.linkedin.com/in/evanfishman

https://www.instagram.com/dr.evanfishman

https://x.com/evan_fishman

https://belovedinstitute.substack.com

We spend decades working toward the exit. But what happens once we actually get there?

Today I'm speaking with Jack Calhoun, who sold his wealth management firm in his fifties expecting to finally relax and write. Instead he found himself restless, then stuck running a company he didn't even like after a bootstrapped venture went sideways.

In this episode, Jack shares what that wrong turn taught him and how it led him to create Encore Career Lab, a program built to help high achievers figure out what comes next.

We cover:

• The moment selling his firm turned from a lottery win into "what have I done?"
  
  
• Why the freedom of retirement gave way to isolation
  
  
• What his coach's "autopsy" exercise taught him about walking away
  
  
• Why ego is the real enemy of reinvention
  
  
• Jack's case for treating your next chapter like a series of sprints (instead of one big bet)

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Resources

Website: encorecareerlab.com

Email: jack@encorecareerlab.com

LinkedIn: https://www.linkedin.com/in/jack-calhoun-encore