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The Second Shift

by Bryan Jepson, MD, CFP­­® & Aaron Milledge, MBA, CFP® & Doctor Podcast Network

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.

Publisher-supplied feed metadata · PodParley refreshed Sep 28, 2026 · Source feed

Episodes

  1. Turn On Your Superpowers: Transforming Doctor Skills Into New Opportunities with Amy Fogelman MD

    Connect with Dr. Amy Fogelman Website: https://www.highrockexperts.com High Rock Academy: Medical expert witness training and education Connect with Bryan Jepson, MD, CFP® Website: https://www.bryanjepson.com The Second Shift Podcast: https://www.2ndshiftpodcast.com Financial Planning:...

  2. Beyond FIRE: Financially Independent, Work Optional with Jimmy Turner MD

    Learn more about Dr. Jimmy Turner: moneymeetsmedicine.com Connect with Bryan: bryanjepson.com [email protected] About This Episode What is financial independence actually for? For Dr. Jimmy Turner, the answer isn’t necessarily early retirement. It’s autonomy—the freedom to decide...

  3. Giving Yourself Permission to Explore with Linda Lawrence MD

    Connect with Dr. Linda Lawrence Linda Lawrence MD Founder, People Always Healthcare Consulting Executive Coach | Physician Leader | Speaker https://www.peoplealwayshcc.com/ Connect with Bryan Jepson Bryan Jepson MD, CFP® Host, The Second Shift Podcast Website: bryanjepson.com Podcast:...

  4. Rediscovering Your Deep Joy with Dr. Thom Mayer

    Learn more or connect with Thom: Thommayermd.com Listen to other episodes: 2ndshiftpodcast.com More physician finance content: bryanjepson.com Dr. Thom Mayer has never followed a conventional career path. His journey has taken him from college football and emergency medicine to national…

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  5. Beyond Clinical Medicine: Finding What Comes Next with Morgan Leafe, MD and Mandy Armitage, MD

    Learn more at: www.nonclinicalphysiciansnetwork.com Sign up for their annual conference: https://www.nonclinicalphysiciansnetwork.com/physician-career-transition-conference Download the Second Shift Blueprint: 2ndshiftpodcast.com Find more physician finance content at bryanjepson.com What happens...

  6. Great Leaders Build People, Not Just Teams with Dr. Michael Fraser, PhD

    Useful links: https://www.acep.org/ https://www.linkedin.com/in/mfraserdc1/ bryanjepson.com 2ndshiftpodcast.com What separates great leaders from great performers? Most of us spend our careers learning how to become experts. Far fewer learn how to become leaders. In this episode of The Second...

  7. Optionality: The Real Goal of Financial Independence

    Over the first ten episodes of The Second Shift, one lesson has surfaced again and again: financial independence isn't really about retiring early. It's about creating options. In this episode, Bryan and Aaron step back from the interviews to explore one of the biggest themes emerging from their...

  8. When Retirement Isn't The End of the Journey with Logan Foltz, MD

    Connect with Dr. Foltz: https://www.linkedin.com/in/logan-foltz/ or [email protected]. Or learn more on his website: https://www.taxsmartmd.com/ Link to more episode of the podcast and download the Second Shift Blueprint: 2ndshiftpodcast.com Many physicians dream of the day they become...

  9. Rich in Purpose: On Reinvention, Taking Risks, and Living Life to the Fullest with Marvin Wayne, MD

    Connect with Dr. Wayne: linkedin.com/in/marvin-wayne-a8a0218 Listen to more episodes or download the Second Shift Blueprint: https://2ndshiftpodcast.com What does it really mean to live a rich life? In this episode of The Second Shift, I sit down with Dr. Marvin Wayne—a trauma surgeon, Vietnam...

  10. When Retirement Takes an Unexpected Turn: On Reinvention and Meaning with Fred Dennis, MD

    To connect with Dr. Dennis: https://www.linkedin.com/in/frederickdennis/ Interested in more episodes like this? https://2ndshiftpodcast.com Dr. Fred Dennis has spent a lifetime reinventing himself. From rural general practice in Canada to emergency medicine leadership in California, his career...

  11. Before You Retire: 5 Questions Every High Achiever Must Answer | The Second Shift Blueprint

    You built the career. You hit the milestones. You did everything you were supposed to do. So why does it still feel like something is missing? In this episode of The Second Shift Podcast, it’s just the two of us—no guest—introducing something we’ve been building behind the scenes: The Second…

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  12. From Physician to Freedom: Designing a Life After Medicine with Steven Jepson, MD

    Learn more about Steve Jepson and slow travel: www.thethoroughtripper.com Find previous episodes of our podcast: 2ndshiftpodcast.com In this episode, we explore what life after medicine can actually look like -- beyond the traditional path. Our guest today is Steven Jepson MD, a retired physician...

  13. When the Doctor Becomes the Patient with Peter Crane, MD

    Episode Overview Dr. Peter Crane is a rural family physician in Idaho, host of Doctors Making a Difference, and a cancer survivor still actively practicing medicine while undergoing treatment. In this conversation, he reflects on the unusual path that brought him back to his hometown to replace…

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  14. Too Dumb to Quit with John Shufeldt, MD

    John Shufeldt School of Medicine and Medical Engineering: https://medicine.asu.edu/ Xcellerant Ventures: https://www.xcellerantventures.com/ Summary Dr. John Shufeldt - ER doc, serial entrepreneur, and namesake of ASU's new medical school - talks about building companies while never leaving the...

  15. Staying Relevant After You Hang Up the White Coat with Stephen Anderson, MD

    www.NaloxoneProject.com For ACEP members interested in Exploring Retirement, Log into www.ACEP.org Http://engaged.acep.org/main/groups/137305/lounge (to get to the engaged member platform) For more about us: www.targetedwealthsolutions.com In this episode of the Second Shift podcast, hosts Bryan...

  16. "Never Get Into a Fair Fight"

    In this episode of the Second Shift podcast, hosts Bryan Jepsen and Aaron Milledge delve into the concept of transitioning from high-achieving careers to new paths, exploring the motivations and challenges that come with such significant life changes. Aaron shares his journey from being a fighter...

  17. What No One Tells You About Leaving with Bryan Jepson, MD

    Learn more about us: www.targetedwealthsolutions.com The Second Shift In this inaugural episode of the Second Shift podcast, hosts Bryan Jepson and Aaron Milledge explore the concept of career transitions, particularly for high achievers. They share personal stories, including Bryan's journey…

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ABOUT THIS SHOW

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.

HOSTED BY

Bryan Jepson, MD, CFP­­® & Aaron Milledge, MBA, CFP® & Doctor Podcast Network

CATEGORIES

Frequently Asked Questions

How many episodes does The Second Shift have?

The Second Shift currently has 17 episodes available on PodParley. New episodes are automatically indexed when they're published to the podcast feed.

What is The Second Shift about?

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...

How often does The Second Shift release new episodes?

The Second Shift has 17 episodes. Check the episode list to see recent publication dates and frequency.

Where can I listen to The Second Shift?

You can listen to The Second Shift on PodParley by clicking any episode. We provide an embedded audio player for direct listening, and you can also subscribe via your preferred podcast app using the RSS feed.

Who hosts The Second Shift?

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