Midlife Pilot Podcast

Midlife Pilot Podcast

Leisure EN ↓ 202 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.

Be sure to visit the podcast's website and support the creator: midlifepilotpodcast.com

Author

Midlife Pilot Podcast

Category

Leisure

Podcast website

midlifepilotpodcast.com

Latest episode

Oct 20, 2026

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Episodes

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,...

EP113 - Information Whiskey: Very Plane Shaped, That's As Far As It Goes 28.01.2025

Come for the "sleep-deprived Ballyhoo," stay for the "bowling ball collectors who fly Cherokee 235s." In this episode, the crew reveals their "Ultimate Official Airplane of..." Guide where your aircraft choice might expose you as someone who "lectures about stick and rudder at parties" or "plans flights around Whole Foods locations." Plus, tales of...

EP112 - 'Just Doing a Bombing Run Here We Go': Master CFI Nathan Ballard's Military Adventure 21.01.2025

When a master CFII/ATP trades right rudder lessons for a seat in an Air Force T-38 Talon, you know it's going to be good. Nathan Ballard expected a polite tour of Sheppard Air Force Base but instead found himself pulling 6Gs during actual bomb runs at 375 knots. While he's up there burning through 4,000 pounds of fuel faster than Ted burns in a year flying his "egg," the Air Forc...

EP111 - It's ALWAYS Fuel (and Never for Skywriting) 14.01.2025

"Well honey, the engine's about to stop running..." is NOT a conversation you want to have at 5,000 feet. In this episode full of real-talk about fuel management, our midlife pilots share their close calls and lessons learned. From Ben's accidental "skywriting" performance (thanks to one loose screw) to his sweaty-palms moments watching those notoriously unreliable Cessna fuel gauges, the crew dig...

EP110 - An Appy Hour Special 07.01.2025

Join us for a special Appy Hour episode! We talk aviation apps and tools we love, and some we even know how to use. From the "suspiciously good and free" flight analysis tools that'll keep you up until 4 AM, to website tools that look straight out of the "Angel Fire website" era (rotating fire GIFs not included), we're diving into the digital tools that keep us flying. Learn why calling that old-s...

EP109 - Information Whiskey: Dented Wings and Announcing Big Texas Send 2025! 30.12.2024

Join the crew as they announce their epic 2025 fly-in at the retro-cool Hangar Hotel in Fredericksburg, Texas! Between planning cross-country routes and debating who gets "shotgun" in Erica's TBM, the hosts share hilarious stories and valuable pilot wisdom. Featuring gems like "I can't tell if I'm being insulted or not" and "What if we just keep flying around until Oshkosh?" Plus, 1DullGeek bravel...

EP108 - Trip, Fall, Succeed : When Bad Judgment Makes Good Stories 23.12.2024

Ever pushed the wrong button while talking to ATC? Landed on the wrong runway but nailed the landing? Join Ben, Brian, and Ted as they confess their most memorable aviation oopsies and why they still stare at the ceiling some nights thinking about them. From "Roger, I have the weather" moments to getting an earful from ground control, discover why midlife pilots might take their mistakes a bit too...

EP107 - Overcoming Perfectionism: Sexy Indifference for Mediocre Pilots 17.12.2024

Ben, Brian, and Ted dive into why perfection might actually be holding you back in the cockpit! Between Brian's obsession with landing "THE MIDDLE of the centerline stripe" and Ben's tales of learning to embrace "sexy indifference" in the pattern, these midlife pilots share why being "just adequate" isn't always a bad thing. Plus, find out why "low VFR" apparently means there's "icing on the veget...

EP106 - From Dawn Patrol to Jumping Fences: Multi-Day Flying Tips 10.12.2024

When your ETA increases by 30 minutes while on final approach, you know you're in for a story. In Episode 106, Ben's "one-day-feels-like-multi-day" adventure sets the stage for a lively discussion about planning extended flying trips. Between battling 60-knot headwinds, debating the merits of various approaches, and discovering why a credit card might be your most important safety equipment (unles...

EP105 - Information Whiskey: Fly in planning, dad hats, saggy flaps 03.12.2024

Join the crew as they plan their spring fly-in while debating the merits of ignorance-is-bliss flying versus obsessing over engine monitors. Ted confesses to having saggy flaps (on his plane, of course), Brian explains why Super 8 footage isn't just an Instagram filter, and Ben discovers that dad hats might be the aerodynamic solution for the follicly challenged pilot. The gang explores potential...

EP104 - Flying With Strangers From the Internet: Vetting Co-Pilots 26.11.2024

The crew dives into the delicate art of vetting your cockpit companions - from evaluating potential co-pilots to dodging those who claim '8000 simulator hours.' Listen in as Ben recounts literally flying with 'a stranger from the internet' (it turned out fine!). Between tales of night landing adventures, atmospheric rivers, and accidental wrong-runway taxi slip ups, the gang shares practical wisdo...

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