Share
))
HBO and The Ringer's Bill Simmons hosts the most downloaded sports podcast of all time, with a rotating crew of celebrities, athletes, and media staples, as well as mainstays like Cousin Sal, Joe House, and a slew of other friends and family members who always happen to be suspiciously available.
…
continue reading
Manage episode 515844342 series 3322830
Content provided by Jake Bushman. All podcast content including episodes, graphics, and podcast descriptions are uploaded and provided directly by Jake Bushman or their podcast platform partner. If you believe someone is using your copyrighted work without your permission, you can follow the process outlined here https://staging.podcastplayer.com/legal.
#187 - A childhood marked by chaos. A career built on service. And a second act shaped by faith, language, and a blank page. Jake sits down with Ken Webb to trace a life that refuses to settle for mere existence—from praying his way through a turbulent home to leading across Kosovo, Iraq, Afghanistan, and beyond.
Ken opens up about how his grandparents’ steady love and a lived-in faith helped him endure abuse and instability, and how those early lessons informed three decades in the Army Reserve. We walk through his pivot from military police to intelligence, the realities of early Iraq deployments, the nuance of embassy duty in Baghdad, and the complexity of retiring when your identity is wrapped in a uniform. Ken shares why he turned down comfortable contracts, chose Miraflores in Lima, and made Spanish class and the gym his new daily discipline.
We also dig into his debut novel, Trapped in Deception, a work of fiction threaded with real messages and real emotions. The story explores gaslighting, misplaced trust, and moral courage through a protagonist who—like Ken—keeps moving forward even when life tilts sideways. Along the way, Ken reframes adventure: not cliffs and bravado, but consistent growth, honest discomfort, and choices that expand your life. If you’re wrestling with what comes after a big chapter ends, or wondering how to trade drift for direction, this conversation offers practical hope and hard-won insight.
Listen, share with a friend who needs courage today, and if the story speaks to you, leave a quick rating or review. It helps more curious, purpose-driven listeners find the show.
To learn more about Ken and his first novel check out kenwebb69.com.
Want to be a guest on Journey with Jake? Send me a message on PodMatch, here: https://www.podmatch.com/hostdetailpreview/journeywithjake
Visit LandPirate.com to get your gear that has you, the adventurer, in mind. Use the code "Journey with Jake" to get an additional 15% off at check out.
Visit geneticinsights.co and use the code "DISCOVER25" to enjoy a sweet 25% off your first purchase.
Chapters
1. Ken Webb’s Arc: Chaos To Service (00:00:00)
2. Show Welcome And Mission (00:02:45)
3. Faith Shaped By Grandparents (00:08:48)
4. Abuse, Resilience, And Early Lessons (00:13:54)
5. Defining Adventure Beyond Adrenaline (00:18:57)
6. Why The Military And ROTC Path (00:23:33)
7. Kosovo To Iraq: Early Deployments (00:29:02)
8. Switching To Intelligence And Afghanistan (00:36:47)
9. Training Roles, GTMO, And Europe Tours (00:43:42)
10. CENTCOM, Kuwait, COVID, And Extension (00:50:57)
199 episodes
