
Advertise on podcast: Transition Drill
Rating
5from
This podcast has
435 episodes
Language
EnglishPublisher
Paul PantaniExplicit
No
Date created
2021/08/25
Latest episode
2026/11/02
Average duration
104 min.
Release period
8 days
Description
Transition Drill Podcast: explores identity, leadership, and life after service through long-form conversations with military veterans, police, fire, and first responders navigating career transition, purpose, and reinvention. Tactical Transition Tips: practical guidance for those preparing for career change, organized by transition timelines The Mindset Debrief: short-form reflections on accountability, discipline, self-leadership, and personal responsibility for people navigating life.
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272. Rebekah Myers - Before Navy SAR Swimmer She Competed for Team USA Spartan & Owned A Gym | Nomad Life
2026/11/02
Episode 272 of the Transition Drill podcast explores military service, resilience, and career transition for veterans and first responders navigating life beyond the uniform. You’ll hear former Navy rescue swimmer Rebekah Myers on overcoming adversity, leaving military service, adventure racing, and starting Liquid-Mask and creating PreFlite travel protection.
Bekah grew up in an isolated, abusive household in rural Illinois, without a traditional education or much freedom. At 18, she escaped to Chicago with little money and no clear future. Determined to create something different, she discovered endurance sports, became a personal trainer, opened Myers Fitness in Orlando, and competed professionally in obstacle course racing for Team USA.
At 28, Rebekah walked away from her business to join the Navy and pursue her dream of becoming a rescue swimmer. Her military career brought demanding training, setbacks, resistance, and physical exhaustion. After fighting her way through multiple training programs, she ultimately earned her place as a rescue swimmer before deciding not to reenlist.
Her transition into civilian life wasn't carefully planned. She pursued wilderness medicine and rescue training, lived out of her car, explored India and Nepal, climbed mountains, and worked as a wilderness guide in Alaska.
Today, Bekah is an entrepreneur behind Liquid Mask and PreFlite travel protection, developing a business from an idea she first created at 19. Her story challenges conventional definitions of success, identity, and freedom.
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WEBSITE: https://www.transitiondrillpodcast.com
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SPONSORS:
GRND Collective: Premium, veteran-owned sportswear built for those who show up, outwork the excuses, and give 100%. Score 15% off your order at thegrndcollective.com using promo code TRANSITION15 at checkout
Blue Line Roasting: Premium, law-enforcement-owned coffee roasted to fuel the shift. A portion of every order directly supports law enforcement families facing line-of-duty injury or loss. Save 10% at bluelineroasting.com with promo code Transition10
Frontline Optics: Premium eyewear founded by a firefighter and built to withstand the job. Every single purchase helps support the First Responders Children’s Foundation, serving families who’ve paid the ultimate price. Save 10% off your pair at frontlineoptics.com using promo code Transition10
271. Michael Crockett - After 23 Years the Marine Corps Was No Longer His Identity | Today Executive Coach
2026/10/26
Episode 271 of the Transition Drill podcast explores military retirement, career transition, and finding purpose after service for veterans and first responders navigating civilian life. You’ll hear retired Marine Corps First Sergeant Michael Crockett on overcoming identity loss, career uncertainty, and what it takes to build a fulfilling second career.
Growing up in Southern California, Michael faced a difficult childhood marked by an unsupportive stepfather who told him he’d never succeed. Determined to prove otherwise, he enlisted in the Marine Corps in 1995, beginning a 23-year career that would shape his understanding of leadership, resilience, and personal responsibility.
Starting in administration, Michael pursued opportunities alongside infantry units, eventually serving through multiple combat deployments to Iraq, embassy security assignments overseas, and leadership positions as a First Sergeant. His experiences included the emotional burden of notifying families of fallen service members and learning that effective leadership requires more than rank and authority.
When Michael retired in 2018, his transition wasn't what he'd expected. Despite decades of leadership experience, unanswered job applications and uncertainty challenged his confidence and sense of identity.
Through networking, he secured a position with a defense contractor, advanced to Vice President of Operations, and later joined a consulting company. Those experiences exposed him to corporate leadership challenges and helped him recognize his passion for developing people.
Today, Michael is a Brown University-trained executive coach helping business leaders improve their leadership, communication, and organizational culture.
CONNECT WITH THE PODCAST:
Instagram: https://www.instagram.com/paulpantani/
WEBSITE: https://www.transitiondrillpodcast.com
LinkedIn: https://www.linkedin.com/in/paulpantani/
SIGN-UP FOR THE NEWSLETTER:
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QUESTIONS OR COMMENTS:
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SPONSORS:
GRND Collective: Premium, veteran-owned sportswear built for those who show up, outwork the excuses, and give 100%. Score 15% off your order at thegrndcollective.com using promo code TRANSITION15 at checkout
Blue Line Roasting: Premium, law-enforcement-owned coffee roasted to fuel the shift. A portion of every order directly supports law enforcement families facing line-of-duty injury or loss. Save 10% at bluelineroasting.com with promo code Transition10
Frontline Optics: Premium eyewear founded by a firefighter and built to withstand the job. Every single purchase helps support the First Responders Children’s Foundation, serving families who’ve paid the ultimate price. Save 10% off your pair at frontlineoptics.com using promo code Transition10
270. Kyle Skalisky - Air Force Lt. Col. (Ret.) | Fighter Pilot to Civilian Aerospace and Consulting
2026/10/19
Episode 270 of the Transition Drill podcast explores military retirement, career transition, and finding purpose for veterans and first responders navigating life after service. You’ll hear retired Air Force Lieutenant Colonel Kyle Skalisky on leaving behind a career that defined his identity, and what it takes to build a fulfilling civilian life.
Growing up in Wenatchee, Washington, Kyle never imagined becoming a fighter pilot. Recruited to the Air Force Academy for football, he discovered aviation and found a career that would span 23 years.
Serving as an aggressor pilot, Kyle flew the F-15, F-16, along with the F-18 working in partner program with the Navy. He also advised on classified technology programs at the Pentagon. He eventually commanded an F-15 squadron in Alaska before finishing his military career at Pacific Command.
Retirement didn't come with a clear plan. Kyle earned his civilian pilot credentials, flew charter aircraft, and helped operate a bakery before returning to aerospace.
He became a flight test director and test pilot at Raytheon, then led Mitsubishi Aircraft's flight test operations. When COVID ended Mitsubishi's aircraft program, Kyle faced another unexpected career transition. Drawing on decades of professional relationships, he launched a consulting business and eventually became CEO of an aerospace defense company.
Today, Kyle's an author, leadership consultant, coach, and keynote speaker. His book, A Sky Less Traveled, began as a way to share his experiences with his young sons. His story challenges how we define success, leadership, and identity when the career we've known is behind us.
CONNECT WITH THE PODCAST:
Instagram: https://www.instagram.com/paulpantani/
WEBSITE: https://www.transitiondrillpodcast.com
LinkedIn: https://www.linkedin.com/in/paulpantani/
SIGN-UP FOR THE NEWSLETTER:
https://transitiondrillpodcast.com/home#about
QUESTIONS OR COMMENTS:
[email protected]
SPONSORS:
GRND Collective: Premium, veteran-owned sportswear built for those who show up, outwork the excuses, and give 100%. Score 15% off your order at thegrndcollective.com using promo code TRANSITION15 at checkout
Blue Line Roasting: Premium, law-enforcement-owned coffee roasted to fuel the shift. A portion of every order directly supports law enforcement families facing line-of-duty injury or loss. Save 10% at bluelineroasting.com with promo code Transition10
Frontline Optics: Premium eyewear founded by a firefighter and built to withstand the job. Every single purchase helps support the First Responders Children’s Foundation, serving families who’ve paid the ultimate price. Save 10% off your pair at frontlineoptics.com using promo code Transition10
269. Bridget Truxillo - Female SWAT Cop Forced Out | Today She's A Lawyer Helping Other Cops Fight IAs
2026/10/12
Episode 269 of the Transition Drill podcast explores law enforcement, career transition, and rebuilding professional identity for veterans and first responders navigating life beyond the badge. You’ll hear former police officer and SWAT operator Bridget Truxillo on losing the career she thought would define her future, and what it takes to turn a painful transition into a new mission.
Bridget grew up in Louisiana before heading to the University of Florida with no clear career path. After graduating, she entered the police academy and joined the Alachua County Sheriff’s Office, where she moved from patrol into undercover narcotics, buying drugs and working investigations. Then she took another unlikely step, becoming the first female SWAT officer in her agency’s history.
But earning the position didn’t guarantee acceptance. Bridget talks openly about the internal battles, scrutiny, leadership failures, and feeling of betrayal that eventually pushed her away from SWAT and law enforcement. A planned path toward federal law enforcement also disappeared, leaving her approaching 30 without the career or identity she expected to have.
She started again.
Bridget entered law school, graduated in two and a half years, became an attorney, worked in asbestos litigation and investigative legal work, moved between Texas and New York, became a mother, and eventually realized conventional law practice wasn’t where she belonged.
Today, Bridget owns Lady Law Shield, where she represents first responders and public employees facing workplace and administrative problems. The experiences that once drove her from policing now help her protect people confronting some of the same battles she once faced.
CONNECT WITH THE PODCAST:
Instagram: https://www.instagram.com/paulpantani/
WEBSITE: https://www.transitiondrillpodcast.com
LinkedIn: https://www.linkedin.com/in/paulpantani/
SIGN-UP FOR THE NEWSLETTER:
https://transitiondrillpodcast.com/home#about
QUESTIONS OR COMMENTS:
[email protected]
SPONSORS:
GRND Collective: Premium, veteran-owned sportswear built for those who show up, outwork the excuses, and give 100%. Score 15% off your order at thegrndcollective.com using promo code TRANSITION15 at checkout
Blue Line Roasting: Premium, law-enforcement-owned coffee roasted to fuel the shift. A portion of every order directly supports law enforcement families facing line-of-duty injury or loss. Save 10% at bluelineroasting.com with promo code Transition10
Frontline Optics: Premium eyewear founded by a firefighter and built to withstand the job. Every single purchase helps support the First Responders Children’s Foundation, serving families who’ve paid the ultimate price. Save 10% off your pair at frontlineoptics.com using promo code Transition10
268. Justin Rettenberger - From Combat to Civilian Life: A Fight to Move Forward for a Marine Gunnery Sergeant
2026/10/05
Episode 268 of the Transition Drill podcast explores military transition and rebuilding a career after combat for veterans and first responders navigating life beyond service. You’ll hear retired Marine Corps Gunnery Sergeant Justin Rettenberger on leaving the identity and intensity of the Marine Corps behind, and what it takes to build a meaningful civilian life when your original transition plan falls apart.
Justin grew up in the Midwest, unsure what direction his life would take until a chance encounter with a Marine recruiter in 1997 led him into the infantry. He originally planned to serve four years and use the GI Bill, but September 11 changed everything. He reenlisted, joined the initial invasion of Iraq in 2003, fought in Fallujah, later deployed to Afghanistan, and completed eight deployments during a 16-year Marine Corps career. Along the way, he became a Bronze Star and two-time Purple Heart recipient and learned leadership from Marines including Doug Zembiec, whose challenge to “be a man of action” still influences him today.
Eventually, marriage, fatherhood, and a changing perspective on combat pushed Justin toward retirement. His carefully planned transition nearly collapsed when a lucrative contracting job disappeared before he left the Marines. With a new baby, a new house, and no clear career path, he went back to school.
College forced him to learn how to listen to people outside the military, challenge his assumptions, and redefine himself. He earned his bachelor’s degree and MBA, discovered occupational safety, and built a successful civilian career where he now leads others while continuing his education. His lesson for anyone preparing to transition is simple: have a plan, but always have a backup.
CONNECT WITH THE PODCAST:
Instagram: https://www.instagram.com/paulpantani/
WEBSITE: https://www.transitiondrillpodcast.com
LinkedIn: https://www.linkedin.com/in/paulpantani/
SIGN-UP FOR THE NEWSLETTER:
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QUESTIONS OR COMMENTS:
[email protected]
SPONSORS:
GRND Collective: Premium, veteran-owned sportswear built for those who show up, outwork the excuses, and give 100%. Score 15% off your order at thegrndcollective.com using promo code TRANSITION15 at checkout
Blue Line Roasting: Premium, law-enforcement-owned coffee roasted to fuel the shift. A portion of every order directly supports law enforcement families facing line-of-duty injury or loss. Save 10% at bluelineroasting.com with promo code Transition10
Frontline Optics: Premium eyewear founded by a firefighter and built to withstand the job. Every single purchase helps support the First Responders Children’s Foundation, serving families who’ve paid the ultimate price. Save 10% off your pair at frontlineoptics.com using promo code Transition10
267. Jenn Benjamins - Undercover Vice and Narcotics | Las Vegas Metro PD Sgt. | Today Teaching Women Cops
2026/09/28
Episode 267 of the Transition Drill podcast explores law enforcement careers, undercover work, and life after retirement for first responders and veterans navigating the loss of identity and purpose that can follow service. You’ll hear Jenn Benjamins on the personal cost of letting the job become your life, and what it takes to rebuild relationships, purpose, and direction after the badge.
Jenn grew up in Las Vegas, played college softball, studied criminal justice at UNLV, and entered the Las Vegas Metropolitan Police Department without the lifelong dream of becoming a cop. What followed was a 22-year career that took her from patrol into vice, undercover investigations, and deep undercover work.
Jenn became LVMPD’s first female vice sergeant and later served as Director of Peer Support, helping officers through serious personal and professional crises. But while she was investing heavily in the job, her own family relationships were paying a price.
In 2022, a series of personal crises led Jenn to retire earlier than planned. Civilian life hit hard. The phone stopped ringing, her identity disappeared, and she found herself without a plan or purpose. A stint at Wynn Las Vegas followed, but rebuilding her relationship with her children and completing an emotional intelligence leadership program changed her direction.
Today, Jenn trains law enforcement professionals in undercover operations, created a women-led undercover school, speaks at police conferences, and is building a second career around preparing the next generation while staying present for the people who matter most.
CONNECT WITH THE PODCAST:
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CHAPTERS
0:00:00 — Intro: The Three Versions of Jenn
0:02:49 — When Her Family Began to Fracture
0:13:37 — Brothers, Arrests and Different Paths
0:20:30 — Policing the City Where She Grew Up
0:27:48 — Undercover Is a Skill Set, Not a Look
0:30:47 — An Accidental Path Into Policing
0:35:31 — Entering the Academy Completely Naive
0:49:52 — When Police Work Suddenly Became Real
0:53:58 — 9/11 Changes the Reality of the Job
0:55:36 — Route 91: Responding to the Unthinkable
1:03:16 — Discovering Her Talent for Undercover Work
1:09:50 — Going Undercover to Target Pimps
1:24:53 — The Vice Case That Told Her It Was Time
1:32:58 — Living Undercover Beyond the Job
1:35:17 — When the Job Began Costing Her Family
1:40:24 — Retirement Exposes the Broken Relationships
1:46:36 — Ego, Promotion and a New Career Chapter
1:50:25 — Becoming Metro’s First Female Vice Sergeant
1:52:12 — Peer Support and Three Life-Changing Days
1:57:34 — Retirement, Isolation and Losing Her Purpose
2:02:01 — Building a New Mission After the Badge
2:06:00 — Rebuilding Herself and Her Relationships
2:10:01 — Be Present for the People Who Remain
SPONSORS:
GRND Collective: Premium, veteran-owned sportswear built for those who show up, outwork the excuses, and give 100%. Score 15% off your order at thegrndcollective.com using promo code TRANSITION15 at checkout
Blue Line Roasting: Premium, law-enforcement-owned coffee roasted to fuel the shift. A portion of every order directly supports law enforcement families facing line-of-duty injury or loss. Save 10% at bluelineroasting.com with promo code Transition10
Frontline Optics: Premium eyewear founded by a firefighter and built to withstand the job. Every single purchase helps support the First Responders Children’s Foundation, serving families who’ve paid the ultimate price. Save 10% off your pair at frontlineoptics.com using promo code Transition10
266. Prime Hall - Marine Raider: Injuries Forced Him Out | Today Deep End Fitness and Personal Growth
2026/09/21
Episode 266 of the Transition Drill podcast explores identity loss, combat trauma, and rebuilding purpose for veterans and first responders navigating life after service. You’ll hear Prime Hall on being medically forced out of the Marine Raiders, and what it takes to heal, reconnect, and build a mission beyond the uniform.
Prime grew up in and around the water in Corpus Christi and South Padre Island, Texas. After childhood abuse, family upheaval, military school, arrests, and years without direction, his grandparents helped him through an 18-month enlistment process. He entered the Marine Corps in 2005, struggled with anger, alcohol, and discipline, then rebuilt his reputation through relentless training.
That turnaround opened a path from artillery and the infantry to MARSOC. As a Marine Raider, Prime deployed to Iraq, Afghanistan, and the Philippines, worked in operational and intelligence roles, and trained Afghan forces. In 2012, an insider attack sent 12 RPGs into his compound. He survived blast injuries, concussions, and a damaged back, masking the consequences until an MRI triggered an abrupt medical separation after nearly 13 years.
Civilian life brought lost identity, medication side effects, chronic pain, and a difficult break from the military medical system. Relationships, mentors, emotional intelligence work, and alternative healing helped him rebuild. Today, Prime co-founded Deep End Fitness, helped create the Underwater Torpedo League, coaches elite athletes, and builds communities through breath, water training, trust, and accountability. In his book, Permission to Heal, he gives veterans ways to reframe trauma, avoid isolation, and create a meaningful next mission.
CONNECT WITH THE PODCAST:
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QUESTIONS OR COMMENTS:
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CHAPTERS
0:00:00 — Intro: Relationships Are Everything
0:03:06 — When the Marine Corps Says You’re Done
0:07:36 — The Injuries He Tried to Hide
0:15:28 — Walking Away From Military Retirement
0:22:50 — Growing Up Around the Water
0:31:07 — The Water as a Microcosm for Life
0:35:12 — Check Your Ego at the Door
0:38:21 — The Power of an Outward-Focused Why
0:44:20 — Grandparents, Abuse, and a Different Path
0:54:07 — Military School Changes His Direction
0:59:00 — Lost, in Trouble, and Looking for Purpose
1:03:03 — Finding His Place in the Marine Corps
1:07:21 — Nearly Losing His Marine Corps Career
1:16:57 — The Road to Marine Raiders
1:32:16 — The RPG Attack That Changed Everything
1:45:40 — The Injuries That Followed Him Home
1:59:25 — Survival Ends, the Real Battle Begins
2:03:08 — Building Deep End Fitness Through Transition
2:17:16 — Don’t Let Someone Else’s Fear Stop You
2:19:14 — Vulnerability, Therapy, and Learning to Heal
2:30:16 — Building the Underwater Torpedo League
2:34:55 — Why He Wrote Permission to Heal
2:38:09 — A Lifeline for Those Struggling to Transition
2:41:07 — The Words You Use Shape Your Reality
265. JD Dickson - Retired Navy Warrant Officer Today Neuroscience and Mental Health
2026/09/14
Episode 265 of the Transition Drill podcast explores military transition, mental health, and renewed purpose for veterans and first responders navigating life after service. You’ll hear JD Dickson on leaving a 27-year Navy career, and what it takes
Born in Washington, D.C., and raised in Trinidad and Tobago, Dickson returned to the United States at 18 and entered the Navy in 1995. He began as an undesignated sailor before finding his place in aviation ordnance aboard the USS Independence in Japan. Mentors pushed him toward instruction and leadership. Marriage led him to make the Navy a career, with assignments in Pensacola, Brunswick, Rota, and San Diego, service aboard the USS Carl Vinson and USS Makin Island, and advancement from chief petty officer to chief warrant officer five.
Dickson speaks candidly about relentless operational tempo, his father’s death, accumulated stress, and the toll service took on his family. In 2022, he chose family over another assignment and retired. He immediately launched government-contracting and e-commerce businesses, but the nonstop work lacked the purpose he needed.
A family mental health crisis changed his direction. After experiencing brain-based treatment himself and seeing his daughter recover, Dickson joined Wave Neuroscience, where he now serves as director of veterans affairs. Today, he works to expand objective, individualized mental health care for veterans and first responders. His transition offers a direct lesson: leave the familiar circle, accept discomfort, build new relationships, and stay curious enough to recognize an unexpected opportunity.
CONNECT WITH THE PODCAST:
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WEBSITE: https://www.transitiondrillpodcast.com
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CHAPTERS
0:00:00 — Intro: Grace, Curiosity, and Transition
0:02:21 — From Trinidad to a Life in Uniform
0:05:26 — The Recruiter Who Changed Everything
0:11:34 — Leaving Trinidad for the Navy
0:15:01 — Thrown Into Aviation Ordnance
0:17:51 — Surviving Culture Shock at Sea
0:25:27 — Mentors Who Saw His Potential
0:28:37 — Marriage Changes the Mission
0:29:10 — 9/11 Changes Everything
0:40:52 — Learning to Lead People, Not Rank
0:44:02 — Becoming a Chief Warrant Officer
0:52:53 — The Deployment That Broke Through
0:54:36 — Stress Finally Shows Itself
0:57:36 — Transition Begins Before Retirement
0:59:54 — COVID Reveals a New Direction
1:09:19 — Choosing Family Over the Navy
1:13:24 — A Year of Loss and Overload
1:15:38 — The Opportunity That Changed His Path
1:17:08 — The Brain Scan That Changed His Life
1:39:08 — Get Uncomfortable and Stay Curious
SPONSORS:
GRND Collective: Premium, veteran-owned sportswear built for those who show up, outwork the excuses, and give 100%. Score 15% off your order at thegrndcollective.com using promo code TRANSITION15 at checkout
Blue Line Roasting: Premium, law-enforcement-owned coffee roasted to fuel the shift. A portion of every order directly supports law enforcement families facing line-of-duty injury or loss. Save 10% at bluelineroasting.com with promo code Transition10
Frontline Optics: Premium eyewear founded by a firefighter and built to withstand the job. Every single purchase helps support the First Responders Children’s Foundation, serving families who’ve paid the ultimate price. Save 10% off your pair at frontlineoptics.com using promo code Transition10
264. Tom Chuckerel - Retired Maryland Cop is a Jiu Jitsu Blackbelt and Gracie Survival Tactics Instructor
2026/09/07
Episode 264 of the Transition Drill podcast explores law enforcement retirement, Brazilian Jiu Jitsu, and career transition for police officers and first responders navigating life after the badge. You’ll hear Tom Chuckerel on leaving a 25-year police career without a clear second-career plan, and what it takes to turn skills, relationships, and genuine interests into meaningful work after service.
Tom wanted to be a Montgomery County police officer from the time he was six. He joined the department in 1994, spent years working patrol in the community where he grew up, became an FTO, and explored narcotics, surveillance, and SWAT before a medical issue unexpectedly redirected his career toward training.
That move became pivotal. Tom joined the police academy staff, helped modernize defensive tactics, and brought his growing Brazilian Jiu Jitsu experience into law enforcement training. He’d started training in 1997, eventually became a black belt, taught Jiu Jitsu and Thai boxing, and built a relationship with Rener Gracie while hosting Gracie Survival Tactics (GST) courses.
When Tom retired in 2017 and moved to Monterey, California, he still wasn’t sure what came next. He considered everything from X-ray tech school to becoming a butcher. Instead, years of training and relationships created opportunities. He ran a Jiu Jitsu school, worked private security and executive protection, and began teaching GST. Today, GST is his primary work, with roughly 150 classes led, allowing him to continue serving law enforcement through teaching, safer arrest-and-control tactics, and the work he genuinely loves.
CONNECT WITH THE PODCAST:
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WEBSITE: https://www.transitiondrillpodcast.com
LinkedIn: https://www.linkedin.com/in/paulpantani/
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Johnny Collins Episode:
Apple: https://podcasts.apple.com/us/podcast/188-never-give-up-6-bud-s-classes-to-be-a-navy-seal/id1582888787?i=1000740317114
Spotify: https://open.spotify.com/episode/6z64p4xHrzZLB2rlWLy5AU
YouTube: https://youtu.be/ZT90jdj14ig
SPONSORS:
GRND Collective: Premium, veteran-owned sportswear built for those who show up, outwork the excuses, and give 100%. Score 15% off your order at thegrndcollective.com using promo code TRANSITION15 at checkout
Blue Line Roasting: Premium, law-enforcement-owned coffee roasted to fuel the shift. A portion of every order directly supports law enforcement families facing line-of-duty injury or loss. Save 10% at bluelineroasting.com with promo code Transition10
Frontline Optics: Premium eyewear founded by a firefighter and built to withstand the job. Every single purchase helps support the First Responders Children’s Foundation, serving families who’ve paid the ultimate price. Save 10% off your pair at frontlineoptics.com using promo code Transition10
263. Tim Henderson - From Gangs, Drugs, the Projects, and Almost Jail in Chicago to Navy Sen. Chief (Ret)
2026/08/31
Episode 263 of the Transition Drill podcast explores military career transition and rebuilding your identity after service for veterans and first responders navigating the move into civilian life. You’ll hear retired Navy Senior Chief Timothy Henderson on leaving behind nearly three decades in uniform, and what it takes to turn military experience into a meaningful next chapter.
Tim grew up in Chicago’s Cabrini-Green projects surrounded by gangs, drugs, and limited examples of what life could become. After losing both parents young, becoming a father as a teenager, getting into trouble, and nearly losing his direction, a judge pushed him toward a military recruiter. He joined the Navy in 1997.
What began as one enlistment became a 27-year career. Tim went from an undesignated sailor to Gunner’s Mate, serving aboard ships, in San Diego and Japan, with Naval Special Warfare, in training commands, and ultimately in senior leadership. Along the way, mentors changed how he viewed education, leadership, professional development, and preparing for the day the uniform came off.
Tim didn’t wait until retirement to think about what came next. He built relationships, developed his network, and lined up civilian work before leaving service. Still, employment didn’t eliminate the challenge of separating Tim Henderson from Senior Chief Henderson.
Today, he’s a civilian department head at Navy Munitions Command while pursuing public speaking, mentoring, process-improvement consulting, and plans for a future business focused on ethical AI. His story shows why transition isn’t simply finding another job. It’s figuring out who you’re becoming next.
CONNECT WITH THE PODCAST:
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CHAPTERS
0:00:00 — Intro: The Decision That Changed Everything
0:00:46 — Growing Up in Cabrini-Green
0:08:05 — Trouble, Loss, and Losing Direction
0:10:51 — Fatherhood at Seventeen
0:13:08 — A Judge Offers Another Path
0:20:30 — Joining the Navy in 1997
0:28:44 — Reenlisting Before 9/11
0:30:43 — Finding His Calling as a Gunner’s Mate
0:35:13 — Going Home Changed His Perspective
0:42:30 — Trouble in the Navy and a Second Chance
0:44:34 — Stop Living for Other People
0:47:24 — The Leaders Who Gave Him a Clean Slate
0:50:31 — Earning His Way to SEAL Team One
0:57:31 — Responsibility Changed the Sailor
0:59:30 — Finally Making Navy Chief
1:00:21 — Why He Stayed Beyond 20 Years
1:04:52 — Education as Personal Growth
1:11:32 — Preparing for Life After the Navy
1:15:16 — When the Uniform Is No Longer You
1:18:12 — Building the Next Mission
1:23:36 — Your Transition Is Your Own
1:26:27 — Outro: The Next Chapter Begins
SPONSORS:
GRND Collective: Premium, veteran-owned sportswear built for those who show up, outwork the excuses, and give 100%. Score 15% off your order at thegrndcollective.com using promo code TRANSITION15 at checkout
Blue Line Roasting: Premium, law-enforcement-owned coffee roasted to fuel the shift. A portion of every order directly supports law enforcement families facing line-of-duty injury or loss. Save 10% at bluelineroasting.com with promo code Transition10
Frontline Optics: Premium eyewear founded by a firefighter and built to withstand the job. Every single purchase helps support the First Responders Children’s Foundation, serving families who’ve paid the ultimate price. Save 10% off your pair at frontlineoptics.com using promo code Transition10
262. GC Brown - From a Family of Cops to Federal Prison. Today an Author and Co-Owner of UpCup Koffee
2026/08/24
Episode 262 of the Transition Drill podcast explores reinvention, discipline, and rebuilding after major life consequences for veterans and first responders navigating life after a demanding career. You’ll hear GC Brown, author of SNIFF, on losing everything after business success, and what it takes to rebuild your identity, purpose, and future from the ground up.
Brown grew up working on his grandfather’s Indiana farm, surrounded by a family with deep military and law enforcement roots. A talented baseball player, he earned a college scholarship but chose work instead, quickly discovering he loved making money and building businesses. That drive took him across the country and eventually into real estate, restaurants, computer software, international flowers, and the diamond trade in Africa. By his early thirties, he’d built significant wealth, but his willingness to keep pushing into unfamiliar territory eventually collided with a federal investigation, a criminal trial, and a 20-year federal prison sentence.
Brown ultimately served 16 years. Several years into that sentence, he says he finally recognized what his success had always lacked: discipline, follow-through, and the willingness to change himself. Prison became the place where he began writing, developed the routines that still shape him today, and committed to a different life after release.
He returned home in November 2023 and went to work immediately. Today, Brown is an author, his first of a series, SNIFF, was released in November 2025, as well as co-owner of UpCup Koffee, a functional mushroom coffee company he built with a former cellmates.
CONNECT WITH THE PODCAST:
Instagram: https://www.instagram.com/paulpantani/
WEBSITE: https://www.transitiondrillpodcast.com
LinkedIn: https://www.linkedin.com/in/paulpantani/
SIGN-UP FOR THE NEWSLETTER:
https://transitiondrillpodcast.com/home#about
QUESTIONS OR COMMENTS:
[email protected]
CHAPTERS
00:00:00 — Intro: The Turning Point in a Prison Cell
00:03:20 — Farm Roots and a Family of Service
00:09:37 — Baseball, Arizona, and a Scholarship
00:10:43 — Choosing Money Over College
00:15:29 — From Farm Kid to Serial Entrepreneur
00:18:25 — One Mobile Home to a $30 Million Empire
00:21:30 — The Miami Vice Lifestyle
00:25:06 — The $130,000 Diamond Scam
00:29:32 — Losing $470,000 in the Congo
00:32:14 — Turning $70,000 Into $7 Million
00:35:46 — The “Bloody Diamonds” Investigation
00:46:10 — Federal Trial and Firing His Attorney
00:53:59 — Conviction, Appeals, and Prison
00:57:04 — Gang Unit, Solitary, and Pennsylvania
01:06:17 — “240 Months”: The Sentence Becomes Real
01:14:39 — Discovering Writing Behind Bars
01:23:09 — Three Signs and a New Purpose
01:30:32 — Writing Sniff During COVID Lockdown
01:36:20 — Reinvention, Release, and UpCup Coffee
01:44:15 — Writing His Love Story Into Existence
01:47:19 — Words Are Powerful
SPONSORS:
GRND Collective: Premium, veteran-owned sportswear built for those who show up, outwork the excuses, and give 100%. Score 15% off your order at thegrndcollective.com using promo code TRANSITION15 at checkout
Blue Line Roasting: Premium, law-enforcement-owned coffee roasted to fuel the shift. A portion of every order directly supports law enforcement families facing line-of-duty injury or loss. Save 10% at bluelineroasting.com with promo code Transition10
Frontline Optics: Premium eyewear founded by a firefighter and built to withstand the job. Every single purchase helps support the First Responders Children’s Foundation, serving families who’ve paid the ultimate price. Save 10% off your pair at frontlineoptics.com using promo code Transition10
261. James Snow - The Quiet Professional: Sheriff Sergeant (Ret.) on the Importance of Being a Leader
2026/08/17
Episode 261 of the Transition Drill podcast explores identity, leadership, family sacrifice, and life after law enforcement for veterans and first responders navigating the transition out of service. You’ll hear James Snow on what happens when the job becomes too much of who you are, and what it takes to build purpose, relationships, and leadership in and beyond the uniform.
Back for a second time since Episode 155, James reflects on a 28-and-a-half-year law enforcement career that included time in Orange County, 10 years with Rialto Police Department, and the San Bernardino Sheriff’s Department; retiring as a sergeant. He talks candidly about promotions, organizational culture, ego, leadership failures, and the hard truth that being great at the job doesn’t automatically make someone a great leader.
He also looks at the personal cost. James talks about his biggest career regret is the time and attention his family didn’t receive while he chased assignments, advancement, and professional growth. Retirement has given him space to recognize those costs, change old habits, raise his granddaughter differently, and reconnect with the people and priorities that matter.
Three years into retirement, James has built a life that isn’t defined by his former title. His first book, The Pivot, focused on identity and transition. His new book, The Quiet Professional, turns toward leadership, arguing that rank and authority aren’t the same as influence. It’s a conversation about leaving service without losing purpose, leading without ego, and becoming more than the career you left behind.
CONNECT WITH THE PODCAST:
Instagram: https://www.instagram.com/paulpantani/
WEBSITE: https://www.transitiondrillpodcast.com
LinkedIn: https://www.linkedin.com/in/paulpantani/
SIGN-UP FOR THE NEWSLETTER:
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QUESTIONS OR COMMENTS:
[email protected]
CHAPTERS
0:00:00 — Intro: Life Beyond the Badge
0:05:31 — The Family Paid the Price
0:15:21 — When the Job Becomes Your Identity
0:18:31 — Build a Life Outside the Uniform
0:23:08 — Escaping the Echo Chamber
0:32:18 — Expertise Doesn't Make You a Leader
0:42:21 — Can Leadership Be Taught?
0:49:19 — Take Care of Your People
0:56:08 — Your Idea May Be the Worst One
1:01:16 — Why He Wrote The Quiet Professional
1:04:53 — Your Position Will Be Filled
1:09:02 — Leaders Have to Admit They're Fallible
1:13:18 — What You Tolerate, You Condone
1:18:16 — What Each Generation Leaves Behind
1:26:11 — Hard Work, Opportunity, and Gratitude
1:31:07 — Who Are You When It Really Matters?
1:33:59 — Rebuilding the Body After the Career
1:36:20 — The Craftsman Project Takes Shape
1:46:09 — Getting Back the Time With His Dad
1:53:43 — The Meaning of the Quiet Professional
SPONSORS:
GRND Collective: Premium, veteran-owned sportswear built for those who show up, outwork the excuses, and give 100%. Score 15% off your order at thegrndcollective.com using promo code TRANSITION15 at checkout
Blue Line Roasting: Premium, law-enforcement-owned coffee roasted to fuel the shift. A portion of every order directly supports law enforcement families facing line-of-duty injury or loss. Save 10% at bluelineroasting.com with promo code Transition10
Frontline Optics: Premium eyewear founded by a firefighter and built to withstand the job. Every single purchase helps support the First Responders Children’s Foundation, serving families who’ve paid the ultimate price. Save 10% off your pair at frontlineoptics.com using promo code Transition10
260. David Sledge - His Plan Was to do 2 Years and Go to College 33 Years Later He Retired: Navy W5
2026/08/10
Episode 260 of the Transition Drill podcast explores military transition, leadership, and rebuilding purpose for veterans and first responders navigating life after a long career of service. You’ll hear retired Navy Chief Warrant Officer 5 David Sledge on leaving behind 33 years of structure and identity, and what it takes to build purpose beyond the uniform.
Growing up in Tuscaloosa, Alabama, Sledge initially joined the National Guard to help pay for college before switching to active-duty Navy service during the Gulf War, even though he couldn’t swim. What began as a two-year commitment became a career spanning five ships, deployments, 9/11, the 2011 Japan earthquake and tsunami response, and assignments around the world. Along the way, he became a Gunner’s Mate, Recruit Division Commander, instructor, Chief Petty Officer, and ultimately a Chief Warrant Officer 5, carrying forward lessons in mentorship and leadership first demonstrated by the sailors who invested in him.
Sledge also explains what happened when that career stopped. After retiring in 2023, he discovered that slowing down created space for memories, questions of identity, and the struggle to replace the routine and purpose military service had provided. He turned toward consulting, continued education, mentoring, coaching basketball, public speaking, and writing.
Today, Sledge is the author of Leadership Alchemy and Hurry Up and Wait, using decades of experience to teach leadership, patience, empathy, listening, and the value of genuinely connecting with people.
CONNECT WITH THE PODCAST:
Instagram: https://www.instagram.com/paulpantani/
WEBSITE: https://www.transitiondrillpodcast.com
LinkedIn: https://www.linkedin.com/in/paulpantani/
SIGN-UP FOR THE NEWSLETTER:
https://transitiondrillpodcast.com/home#about
QUESTIONS OR COMMENTS:
[email protected]
SPONSORS:
GRND Collective: Premium, veteran-owned sportswear built for those who show up, outwork the excuses, and give 100%. Score 15% off your order at thegrndcollective.com using promo code TRANSITION15 at checkout
Blue Line Roasting: Premium, law-enforcement-owned coffee roasted to fuel the shift. A portion of every order directly supports law enforcement families facing line-of-duty injury or loss. Save 10% at bluelineroasting.com with promo code Transition10
Frontline Optics: Premium eyewear founded by a firefighter and built to withstand the job. Every single purchase helps support the First Responders Children’s Foundation, serving families who’ve paid the ultimate price. Save 10% off your pair at frontlineoptics.com using promo code Transition10
259. Colin Pena - From Marine Corps Weapons System Officer (WSO) to Payload Integration Engineer
2026/08/03
Episode 259 of the Transition Drill podcast explores military transition, career planning, and life after service for veterans and first responders navigating the move into civilian careers. Colin Pena addresses leaving the Marine Corps sooner than expected, rebuilding life as a single father, and what it takes to create a meaningful second career after the uniform comes off.
Colin grew up in San Antonio, Texas, with a fascination for aviation, adventure, and military service. After a rebellious moment in middle school forced him to confront the consequences of his actions, he found direction through JROTC and committed himself to becoming a naval aviator. Following 9/11, that commitment became even stronger. He earned an aerospace engineering degree at Texas A&M through NROTC before ultimately choosing the Marine Corps, where he became an F/A-18 Weapons Systems Officer.
Colin shares what it took to master one of the military's most demanding aviation careers, from flight school and the F/A-18 Hornet to deployments throughout the Indo-Pacific, instructor duty at MCAS Miramar, and advanced tactical training. Along the way, he explains the responsibility of operating in a two-seat fighter, mentoring younger aviators, and leading in an environment where precision, trust, and teamwork have no margin for error.
His transition came from circumstances he never expected. While navigating family challenges and becoming a single father, he also faced the reality that his active duty career was ending after being passed over for promotion. Instead of waiting until separation, Colin built multiple transition plans, leveraged his engineering background and operational experience, and networked his way into the aerospace industry. Today, he serves as a team leader and payload integration engineer, helping develop unmanned aircraft while continuing to lead, mentor, and solve complex problems in a different uniform.
This conversation is an honest look at identity after service, preparing before your transition date arrives, and why your greatest mission may begin after military life ends.
CONNECT WITH THE PODCAST:
Instagram: https://www.instagram.com/paulpantani/
WEBSITE: https://www.transitiondrillpodcast.com
LinkedIn: https://www.linkedin.com/in/paulpantani/
SIGN-UP FOR THE NEWSLETTER:
https://transitiondrillpodcast.com/home#about
QUESTIONS OR COMMENTS:
[email protected]
SPONSORS:
GRND Collective: Premium, veteran-owned sportswear built for those who show up, outwork the excuses, and give 100%. Score 15% off your order at thegrndcollective.com using promo code TRANSITION15 at checkout
Blue Line Roasting: Premium, law-enforcement-owned coffee roasted to fuel the shift. A portion of every order directly supports law enforcement families facing line-of-duty injury or loss. Save 10% at bluelineroasting.com with promo code Transition10
Frontline Optics: Premium eyewear founded by a firefighter and built to withstand the job. Every single purchase helps support the First Responders Children’s Foundation, serving families who’ve paid the ultimate price. Save 10% off your pair at frontlineoptics.com using promo code Transition10
258. Steve Bunting - From Navy Corpsman SARC to Mental Health and Wellness Coaching with Sharp Performance
2026/07/27
Episode 258 of the Transition Drill podcast explores military transition, veteran mental health, and finding purpose after service for active duty military members and first responders navigating life beyond the uniform. You'll hear Steve Bunting on the hidden cost of high performance, identity, and operational stress, and what it takes to build a meaningful life after service without losing yourself in the process.
Steve Bunting's story begins far from the elite military world he eventually entered. After being born in Oceanside, California, his family relocated to rural Alabama, where he grew up with limited resources, struggled in school, fought regularly, and searched for direction. A mentor helped him believe his circumstances didn't have to define his future, but it was his younger brother's decision to join the military that ultimately pushed Steve to enlist. After an unexpected turn led him from the Marine Corps recruiting office into the Navy, he became a Corpsman and eventually earned his place as a Special Amphibious Reconnaissance Corpsman supporting Marine Reconnaissance and MARSOC. He shares the demanding selection pipeline, deployments during the Global War on Terror, combat medicine, leadership, family sacrifices, and the personal mistakes that nearly derailed his career.
The conversation doesn't stop when the uniform comes off. Steve explains how leaving the military in 2017 without a transition plan forced him to confront financial uncertainty, family challenges, identity loss, and the emotional weight of losing teammates and his own brother to suicide. Rather than continuing toward medical school, those experiences redirected his mission. Today, as a mental health and performance coach with Sharp Performance, he helps veterans, first responders, and tactical professionals better understand stress, nervous system regulation, resilience, and sustainable performance. His journey shows that transition isn't about replacing a career. It's about rebuilding your identity, strengthening your relationships, and finding a new way to continue serving others.
CONNECT WITH THE PODCAST:
Instagram: https://www.instagram.com/paulpantani/
WEBSITE: https://www.transitiondrillpodcast.com
LinkedIn: https://www.linkedin.com/in/paulpantani/
SIGN-UP FOR THE NEWSLETTER:
https://transitiondrillpodcast.com/home#about
QUESTIONS OR COMMENTS:
[email protected]
SPONSORS:
GRND Collective: Premium, veteran-owned sportswear built for those who show up, outwork the excuses, and give 100%. Score 15% off your order at thegrndcollective.com using promo code TRANSITION15 at checkout
Blue Line Roasting: Premium, law-enforcement-owned coffee roasted to fuel the shift. A portion of every order directly supports law enforcement families facing line-of-duty injury or loss. Save 10% at bluelineroasting.com with promo code Transition10
Frontline Optics: Premium eyewear founded by a firefighter and built to withstand the job. Every single purchase helps support the First Responders Children’s Foundation, serving families who’ve paid the ultimate price. Save 10% off your pair at frontlineoptics.com using promo code Transition10
Podcast reviews
Read Transition Drill podcast reviews
Irenet510 2026/02/24
A Must Listen for Transitioning Service Members
Really insightful conversation with so many helpful takeaways for anyone transitioning. The way you spoke about responsibility and senior rank on the ...
mwoffroad 2025/04/22
Great Show and Format
If you have served our republic in the military or as a first responder I believe you will find common threads with those being interviewed and well a...
St. Bozman 2025/04/05
Get some
Good interviews- letting the guests share
Marine1977 2024/06/21
Awesome MilVet Pdcast
I love the guests, I love the interview style, I love the length of the pod.
I especially like the relevant topics for transitioning veterans.
Keep up...
usocop 2024/05/04
Awesome content
Came across Ruben palomares’ interview. Great job overall 🫡🤙🏾
CCharmed 2024/03/14
GameChanger
Paul does an excellent job of bringing interesting, thought-provoking, and engaging guests to his podcast. If you’re looking for inspiration, ation to...
whd91b1 2021/10/26
A great need for the LE community
And excellent presentation of ideas and tales that opens the door for preparing for future retirement. Definitely a need for those that need to start...
NysLou 2021/09/09
Informative and candid
The interviews are a mixed bag of anecdotes, information, resources, experiences and knowledge. I hope it’s shared with current and former law enforce...
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