The Second Shift Podcast explores the transition many high-impact professionals face when they begin asking a new question:
What comes next?
Hosted by Bryan Jepson, MD, CFP® and Aaron Milledge MBA, CFP®, the show explores career reinvention, financial independence, purpose, and the emotional realities of stepping away from a successful career.
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About the Hosts
Bryan Jepson, MD, CFP®, ChSNC®
Emergency Physician → Financial Planner
Bryan spent years on the front lines of emergency medicine before making his own second shift into financial planning. He knows what it means to trade a calling for a new kind of purpose — and he brings that lived experience to every conversation.
Aaron Milledge, MBA, CFP®
Fighter Pilot → Financial Advisor
Aaron flew fighters for years — a career built on precision, mission, and identity. After transitioning out, he found his footing as a financial advisor and now helps others navigate the emotional complexity of leaving high-stakes careers behind.