
Travis Winfield served a 24-year Navy career as a Master at Arms, a lifelong commitment to mentorship, financial literacy, and real estate education, all driven by his mission to help others transition into civilian life with confidence, stability, and purpose.
In Episode 225 of the Transition Drill Podcast, if you’re a military veteran or first responder, you’ve probably heard the same line your whole career: “You’ll be fine, the pension will take care of you.” Travis Winfield lived that life, and he’ll tell you straight, it’s not enough.
Travis grew up in Richmond, Virginia, raised mostly by a single mom, working obs as a teenager just to help keep life moving. He thought aviation was his future, got accepted to a top civilian flight program, then watched the door slam shut when the money was not there. So he joined the Navy out of necessity and ended up serving twenty four years.
He as an Operations Specialist, hated it, and eventually converted to Master at Arms . That path took him into military law enforcement, dignitary protection overseas in places like Greece and Italy, and eventually to Command Senior Chief on a small crew ship.
Along the way he started selling real estate, then after retiring, Travis built a real estate business, wrote a book on financial literacy for the military community, and created Military Operated Real Estate, (MORE), a SkillBridge and VA approved real estate training pipeline designed for veterans, active duty, and military family members.
In this episode we walk the whole arc, from humble beginnings, rebellious youth to command level leadership, trauma, transition, and building a second career. Travis breaks down his “life in thirds” model, the influence of retired Green Beret Larry Broughton, and why learning money, mentorship, and mission early can change your entire post service life.
The best podcast for military veterans, police officers, firefighters, and first responders preparing for veteran transition and life after service. Helping you plan and implement strategies to prepare for your transition into civilian life.
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EPISODE BLOG AND CONNECT WITH TRAVIS:
https://www.transitiondrillpodcast.com/post/travis-winfield-navy-veteran-financial-literacy-and-building-wealth-after-service-transition
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