TSP - The Scuttlebutt Podcast

Liberty Ports, Donkey Shows, and Lessons Learned

Richard Fleek Episode 143

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In this episode of TSP – The Scuttlebutt Podcast, Richard and Andrew welcome Rich Possert, a Navy veteran, past VFW commander, and the driving force behind Operation New Uniform. Rich shares stories from his 23 years of service, from surviving rough seas on destroyers to firing Tomahawk missiles during major operations like Bosnia and OIF.

The conversation dives deep into life at sea, wild liberty port tales (including those infamous 49-cent Coronas in Tijuana), and the unbreakable brotherhood forged in the military. Rich also opens up about his personal journey—overcoming loss, finding purpose through veteran service organizations, and helping transitioning service members build successful civilian careers.

From the Mayport Mafia to Detroit Lions games for kids like DJ Daniels, this episode is packed with humor, raw honesty, and the powerful reminder that service doesn’t end when the uniform comes off.

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