Midlife Pilot Podcast

Midlife Pilot Podcast

Leisure EN ↓ 187 episodes

Welcome to the Midlife Pilot Podcast, where we share the experiences and the challenges of flying in midlife. Whether you're a seasoned pilot, training for private or instrument ratings, or just thinking about getting started in aviation, we like to think of the podcast as your aviation companion, and your weekly dose of aviation inspiration. Hosted by the dynamic trio of Ben, Brian, and Ted - the show is not instruction - it's all about sharing real stories, personal insights, and the pure joy of spreading your wings in midlife.

Author

Midlife Pilot Podcast

Category

Leisure

Podcast website

midlifepilotpodcast.com

Latest episode

Jul 7, 2026

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Episodes

EP138 - Cargo Pants Season and $70 Friends: CFII Nathan Ballard Answers Feedback (Ted Live from Oshkosh) 22.07.2025

The crew tackles listener Zach R's dilemma about "feeding our souls and starving our wallets" when it comes to aviation passion. Ted broadcasts live from under his airplane wing at Oshkosh (complete with random interruptions from Captain Jeff and the APG crew), while Ben, Brian, and special guest Nathan Ballard brainstorm creative ways to make flying more affordable and fulfilling. F...

EP137 - OG Chris Returns! Taking Aviation Breaks Without Guilt 15.07.2025

After a year-long aviation hiatus, the legend himself returns! Chris Moran, the original midlife pilot who started it all, is back in the cockpit and spilling the raw truth about what happens when life pulls you away from flying. In this emotional reunion episode, Chris delivers the reality check every pilot needs to hear: "I want this to be a joy bringer to my life, not a stress bringer&quot...

EP136 - Information Whiskey: The Tool in the Plane is Us 08.07.2025

In this Information Whiskey session, Ben achieves peak midlife status by straining his back loading golf clubs into his airplane, proving that "we are the joke." Meanwhile, Brian gets voice recognized at an FBO after some night flying adventure, and Ted successfully converts his partner from "scrambling for handholds" to enjoying turbulence on flights to Seattle. The crew dives...

EP135 - Dehydrated to Perfection with Erica Gilbert 01.07.2025

Time for a heat dome intervention. Weather expert and certified mensch/CFII/CSIP Erica Gilbert returns to explain why we're all flying around in "the most expensive tin can you could sit in" and why Brian's brilliant idea of turning a boneyard 152 into a backyard sauna might actually be profitable. Learn why high temperatures make us all like moms telling kids to "get off of...

EP134 - CAF Adventures, Heat Domes, and Shredded Tubes 24.06.2025

The crew welcomes Dev Cannon, who exemplifies the CAF mission by going from aviation newcomer to Music City Wing Commander in just a few years, leading 70 volunteers in preserving warbird history. Dev explains how the CAF's 19,000 international members keep aviation heritage alive through everything from flyovers at memorial services to introducing kids to aviation, proving that "if you s...

EP133 - Ice Bags in Your Nether Regions: Remote Field Breakdown Survival Guide 17.06.2025

The guys tackle the inevitable reality of breaking down away from home - and yeah, "you did it to yourself by choosing to take on flying in midlife." They get real about emergency prep: "have a leatherman, have zip ties, have tape" and for the love of all that's holy, "cash is options, cash is flexibility." Brian drops wisdom about proactive maintenance ("we...

EP132 - Information Whiskey: Smart Charts and Fish Finders 10.06.2025

Ben raves about Garmin Smart Charts as a potential ForeFlight killer, while the gang shares their biggest radio pet peeves - from the dreaded "with you" to "fish finder." Brian explains why his ignition wires "date back to when Jimi Hendrix was an unknown rising guitarist," and they dive into listener feedback about check ride prep (spoiler: don't get "tuned...

EP131 - 4% Gain to Go Pants Less - Cross Country Cockpit Organization 03.06.2025

The crew tackles long cross-country cockpit organization after Ted's epic 5,400-mile journey reveals that going "pants-free" provides a "4% gain" in performance (wheel pants, people!). From the critical importance of blue shop towels to strategic snack placement and lumbar support, Ben, Brian, and Ted share hard-earned tips for setting up your cockpit for extended flights....

EP130 - Debriefing the Debriefs: Part 2 - Instrument Checkrides 27.05.2025

In the compelling conclusion to their check ride series, the Midlife Pilot crew explores instrument rating experiences drawn from their Patreon community. From developing the perfect instrument scan to battling temperamental autopilots and partial-panel approaches, this episode reveals the unique challenges—and profound rewards—of becoming an instrument-rated pilot. Ben, Brian, and Ted unpack esse...

EP129 - Debriefing the Debriefs: Part 1 - Private Pilot Checkrides 20.05.2025

In this first installment of their two-part check ride series, the Midlife Pilot Podcast crew mines gold from their community's private pilot exam experiences through intimate Patreon debriefs. Ben, Brian, and Ted tackle everything from the anxiety-inducing oral exam (which Ben likens to "walking into the delivery room") to those heart-stopping landing attempts on check ride day. The...

EP128 - Two Bounces and a Skip: Planning vs. Reality 13.05.2025

Join the Midlife Pilot Podcast crew as they return from their epic Texas fly-in adventure with tales of triumph, near-misses, and one unfortunate set of wheel pants. Ted recounts his 28.3-hour post-fly-in journey that somehow went east instead of west ("Look, you can only chase tailwinds for so long"), while Brian shares his VFR limits revelation ("I have now taken VFR flying as far...

EP127 - Big Texas Send Live from T82: Between Two Wheelpants 07.05.2025

The Midlife Pilot Podcast hosts the Big Texas Send fly in at T82 in Fredericksburg, TX and  lands with a thud (but "didn't dent the runway") at the gorgeous TAC Aero hangar. Ben, Brian, and Ted swap harrowing journey tales involving everything from Brian's "measured scud running" to Ted mysteriously ascending to 15,000 feet in a light sport ("Try a German-engineered plane built in Ukraine!"). Whil...

EP126 - Information Whiskey: "Like Oregon Trail Without Dysentery" 29.04.2025

The Midlife Pilot crew prepares for their "Big Texas Send" fly-in at T82 while navigating spring weather challenges. Brian celebrates returning to flying after a 42-day maintenance hiatus, sharing stories of tower tours and smoke-signaling air tractors. Ted plans his epic 1800-mile cross-country journey in his LSA, which Brian dubs "Oregon Trail without dysentery," while guest...

EP125 - "What Am I Doing?": Extinguishing Helmet Fires Before They Consume You 22.04.2025

When your CFI asks for your name and you respond with "standby" – you're experiencing what pilots call a helmet fire. In this episode, Ben, Brian, and Ted dive into the phenomenon of task saturation that affects pilots at every level, from Ben's instrument approach adventures where he made what sounded like "Charlie Brown's teacher" over the radio, to Ted's coas...

EP124 - Parking: The Episode That Goes Nowhere 15.04.2025

Join the Midlife Pilot Podcast crew as they tackle the surprisingly complex world of airport parking that flight schools never teach you. Between Brian's maintenance woes with Lucy, Ted's triumphant return of "the egg" from annual, and preparations for their upcoming Texas fly-in, the hosts share hilarious stories about confusing marshaling signals ("like dance move diagrams...

EP123 - The Answer to All Solutions: Level Seven Hangar Living 08.04.2025

In this episode, Ben, Brian, and Ted dive into the challenges of finding and maintaining hangar space, or not having one. From ratchet straps (BAD) and tornado warnings (ALSO BAD) to the joys of electricity and the sorrows of cold starts, the guys discuss how far they'd travel for a good hangar and why sometimes your plane becomes 'an outdoor pet.' Plus, updates on Ben's annual mai...

EP122 - "I Plan My Stops Around Food" and IFR Training: CFII Erica Gilbert 01.04.2025

Join us for special guest Erica Gilbert, a CFII and TBM pilot who brings her expertise on cross-country planning and adult learning to the show. While Ben mourns his grounded "Beast" waiting on engine work, and Mark celebrates his impressive 693-nautical-mile nonstop flight in his upgraded Cherokee 235, Erica shares her refreshing approach to flight planning: "I plan my stops around food." The dis...

EP121 - Information Whiskey: Between Patience and Numbness 25.03.2025

Join Ben, Brian, and Ted for hangar talk about the joys (and pains) of annual inspections in this episode of the Midlife Pilot Podcast. The guys commiserate over their planes being simultaneously grounded, with Ben's Beast down to five cylinders and showing remarkable "patience" (or is it numbness?). Brian dishes on his new book of aviation essays "Make Small Corrections,"...

EP120 - Descending from Mount Stupid: with Paul Craig 18.03.2025

For this very special episode we welcome Paul Craig, author of "The Killing Zone," "Be a Better Pilot," and numerous other aviation books including his memoir "Flight Times: Stories from the Second Best Instructor." In this episode, we explore how aviation has evolved since Paul's last book edition, from the rise of electronic flight bags to the Wednesday before T...

EP119 - The Cockpit Lies, Data Doesn't: Flysto Debrief 11.03.2025

Join Ben, Ted, and special guest Mark (aka 1DullGeek) as they talk Flysto, the flight-tracking app that brutally reveals they're better and worse pilots than they thought. Geek out over landing scores, wind data, and traffic playback that "takes the emotional component out of the debrief" – perfect for analyzing that crosswind landing you swore was perfect (spoiler: it wasn't). Come for the flight...

EP118 - All Aboard the Pain Train: The Trials of Aircraft Ownership 04.03.2025

"Freedom to go broke." The guys dive deep into the bittersweet reality of aircraft ownership—from the freedom it provides to the unique challenges it presents. Brian compares airplane ownership to marriage, Ted discusses his aversion to suction cups, and Ben reveals he's "fully funded on my pro rata share" of an eventual engine overhaul. They discuss the importance of findi...

EP117 - Park Bench vs. Swing Set: The High Wing-Low Wing Showdown 25.02.2025

"If you're tired of doing your yoga classes every morning, just buy a low wing." In this episode, the crew kicks off a playful aviation civil war, pitting high-wing and low-wing aircraft against each other. Ben, Brian, and Ted debate the merits of each design, from the hanging sensation of high wings to the "sportiness" of low wings. Plus, updates on the Big Texas Send meet...

EP116 - Got Lazy, Not Rusty: Navigating Pattern Entries 18.02.2025

Ben shares his unconventional left base entry at Daniel Field, admitting "Rusty is not the right word. Lazy, I think is the right word." This sparks a spirited debate as Brian responds " I'm coming in hot in the other direction here!" Meanwhile, Ted confesses "I just forget how to land" and explains why being "the only VFR pilot out" is "usually not a good sign." The crew discusses proper pattern...

EP115 - The $200 Time Machine: Flying GA For Business 11.02.2025

From dodging Atlanta traffic to landing sweet courtesy car upgrades (hello, BHM Millionair FBO's Mercedes), Ben breaks down how flying personal aircraft can transform business travel. While Ted needs "a grandmother in every town" thanks to sport pilot restrictions, and Brian ponders partnership puzzles, Ben proves that sometimes the best business tool is a Cessna. "I would pay $...

EP114 - "This is a Checklist, Not a Do List" - Hustle and Flow(s) 04.02.2025

In this episode, a perfectionist's quest for the perfect checklist leads to an unexpected business acquisition. Barry explains how his journey from "maybe I should get my pilot certificate" turned into owning Checkmate Aviation after his DIY checklist started peeling apart. Between Ben's tales of impressing passengers with instrument approaches and Brian's near-purchase of a globe-trotting Swift,...

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