In this episode of the Wet Boots Podcast, I speak with Gregory Stevenson, the podcast’s first Navy veteran guest. Gregory shares his journey from a struggling student to Navy service member, and how he transitioned to a successful career in financial planning and entrepreneurship. He discusses his initial challenges, including multiple attempts to find his path within the military branches and overcoming rejections. Gregory also talks about his financial successes, including creating a lucrative Airbnb business while still active in the Navy and his foray into financial services post-military life. Now a financial planner and author, Gregory offers invaluable advice for veterans and service members on budgeting, investments, and transitioning successfully into civilian life. Tune in for an inspiring and educational conversation filled with practical tips and personal anecdotes.

00:00 Introduction to the Wet Boots Podcast

00:10 Meet Gregory Stevenson: Navy Veteran and Financial Planner

00:39 Gregory's Journey: From Miami to the Navy

05:09 Navy Boot Camp Experiences

10:36 Life in the Navy: Shore Duty and Aviation

12:03 Memorable Moments and Challenges in the Navy

25:23 Transitioning Out of the Navy and Starting a Business

28:06 Making Serious Income with Airbnb

29:20 Discovering Financial Services

30:20 Navigating the Navy and Financial Success

32:50 Transitioning Out of the Military

34:08 Building a Financial Services Career

41:43 Helping Clients with Financial Strategies

53:57 Final Thoughts and Advice