American Podcasts American Podcasts
The Second Shift
Bryan Jepson, MD, CFP­­® & Aaron Milledge, MBA, CFP® & Doctor Podcast Network

The Second Shift

No. of episodes
11
Latest episode
2026-07-30
Business Careers

Where can you listen?

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You built the career. You earned the title. Now you're wondering what comes next.
Second Shift is for high achievers at a crossroads - physicians, pilots, executives, founders - who are financially ready to move on but emotionally stuck. Hosts Bryan Jepson (retired ER physician turned financial planner) and Aaron Milledge (fighter pilot turned advisor) interview people who've navigated the transition from identity-defining careers to whatever comes after.
No fluff.
No retirement fantasy.
Just honest conversations about purpose, relevance, and building a life that doesn't depend on a title.

Episodes

Questions & Answers

How many episodes are there of The Second Shift?

There are 11 episodes avaiable of The Second Shift.

What is The Second Shift about?

We have categorized The Second Shift as:

  • Business
  • Careers

Where can you listen to The Second Shift?

The Second Shift is available, among others places, on:

  • Apple Podcasts
  • Podtail
  • Google Podcasts

When did The Second Shift start?

The first episode of The Second Shift that we have available was released 3 March 2026.

Who creates the podcast The Second Shift?

The Second Shift is produced and created by Bryan Jepson, MD, CFP­­® & Aaron Milledge, MBA, CFP® & Doctor Podcast Network.