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PODCAST

21.FIVE - Professional Pilots Podcast

A podcast for Professional Pilots, by Professional Pilots. Join hosts Dylan and Max, both professional pilots with backgrounds in Flight Instructing, Airlines, and Business Aviation, on their quest to improve as travelers, pilots, and professionals. Expect to find interesting conversations with industry experts in a variety of aviation fields, thought-provoking discussions on hot topics, and hilarious stories from the (sometimes) wild aviation industry. Whether you’re corporate, airline, charter,

leisure aviation

All Episodes

01:23:13

178. What did the Mr Beast Challenge Pilot Do for 100...

21.FIVE - Professional Pilots Podcast ·

2025/08/12

Corporate pilot (and MrBeast 100-day jet winner) Armando Carrion jumps in to unpack the ops behind living on a Hawker 800 for 100 straight days—no devices, no Netflix, just Part 91 brainpower and a lot of extension cords. We get into air-to-air formation over SoCal and the Grand Canyon (yep, with a Bonanza), CRM, and why Armando turned down the “double-or-nothing” 100-day extension. We also talk post-win realities: maintenance bills, management, and why the airplane is probably headed to a new

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55:02

177. Should You Spend $8K on a Seaplane Rating or a CFI?

21.FIVE - Professional Pilots Podcast ·

2025/07/29

This week, Dylan and Max talk Oshkosh FOMO, a rogue taxiway takeoff, and some serious Midwestern rental car struggles. Mailbag highlights a listener mapping out his aviation career path and asking if it’s possible to fly both corporate and airline gigs at once (spoiler: not easy). Flight Advice tackles how to best spend $8K of National Guard tuition money—seaplane rating, CFI, backcountry flying, or something else entirely? Plus, Starlink outages and the return of our favorite sunshade gear review

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56:47

176. Will a United Internship Trump Turbine Time?

21.FIVE - Professional Pilots Podcast ·

2025/07/22

Max sweats through fence repairs in 110 °F while plotting an Idaho back-country Super Cub adventure, and Dylan tries (unsuccessfully) to review a “dad-grade” sun-hoodie. In the Mailbag we read spicy reviews, debate the sanity of commuting, and swap credit-card hacks for pilots living on per-diem. Flight-Advice gets heavyweight help from James Onieal of Raven Careers, who steers a listener through the mine-field of a United Flight-Ops internship vs. PC-12 135 gig vs. aerial-survey multi-time. Plus:

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59:42

173. Descend Via Phraseology, Aviation YouTube Deep...

21.FIVE - Professional Pilots Podcast ·

2025/06/24

Dylan and Max are recording from hotel rooms across the country and catching up after some time off. They kick things off with a deep dive into aviation YouTube, comparing backcountry flying with ferrying retired Airbuses from Asia. In the mailbag, they respond to listeners with questions about juggling a corporate flying gig while working for a major airline, updates from a newly minted high school grad CFI, and a debate on whether you need to report vacating altitudes during "descend via"

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01:05:59

170. What Should You Do When the FAA Calls?

21.FIVE - Professional Pilots Podcast ·

2025/05/27

Forrest Owens, aviation attorney and private pilot, joins Dylan and Max to dive into the often murky waters of FAA enforcement, pilot liability, and what every professional and private pilot needs to know before picking up the phone. From NASA reports to ADS-B nightmares, this episode is your legal safety briefing—with a side of GoPro caution. Pilots, take notes… and maybe double-check your insurance policy. Forrest Owens | Aviation Legal Counsel Website Email: forrest@aviationlegalcouncil.com

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01:04:42

168. Should You Chase Turbine Time in Dubai?

21.FIVE - Professional Pilots Podcast ·

2025/05/13

Dylan and Max debut their slick new intro track, give a proper welcome to their AI assistant "Reginald Sage," and swap tales from off-airport landings and Vegas tire goo mysteries. The Mailbag is packed with listener feedback on etiquette videos, bird segments, and even a nighttime trucking dispatch. In Flight Advice, a 26-year-old CFI wonders if a gig flying in Dubai is a golden ticket or a trap. The guys break it down with laughs, caution, and a few hydration tips. Kalitta Air Flight Deck

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55:42

167. What Happens When the Market and Your Airline...

21.FIVE - Professional Pilots Podcast ·

2025/05/06

Tim Pope returns to the 21.Five cockpit with a fresh instrument rating and a new venture—360 Aviation Advisors. He breaks down Q1’s market turbulence, political biases in financial behavior, and how pilots can prep for leaner flying days. Plus, Dylan and Max dive into “Captain Lifestyle Syndrome” and how to navigate financial FOMO with some flight advice. Visit Tim's website for more information or to schedule a consult. Show Notes 0:00 Intro 6:20 Updates and Q1 15:03 Planning For The Next 6-12

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01:02:42

166. Why Aren’t More Pilots Talking About Healthspan?

21.FIVE - Professional Pilots Podcast ·

2025/04/29

This episode kicks off with Dylan and Max diving into pilot health: UV exposure, compression socks, and the harsh truth about retirement and quality of life. In the Mailbag, listeners share wild MU-2 stories, dream trips, and thoughts on skipping the CFI route. The Flight Advice segment checks in with a second-career pilot trying to break into corporate aviation, revealing how timing, networking, and persistence are the real flight plan to success. This one’s for anyone trying to stay in the air—and

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57:33

165. Should You Really Jump Ship for 15 Grand More?

21.FIVE - Professional Pilots Podcast ·

2025/04/22

Dr. Chris Broyhill is back with updates on pilot compensation, market shifts in 2025, and a sneak peek at his upcoming leadership book for bizav professionals. We dig into the real value of the AirComp Calculator, how to use salary data without tanking your next negotiation, and what separates the professionals from the job-hoppers. Plus, Dr. Broyhill drops some spicy takes on military-to-civilian leadership advice. The AirComp Calculator™ is business aviation’s only online compensation analysis

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01:08:50

162. Can You Really Plan for an Unplannable Career?

21.FIVE - Professional Pilots Podcast ·

2025/03/25

Max shares a wild story involving VFR ops in a jet and a last-minute divert to Deer Valley when Scottsdale Tower ghosted them. We cover the final chapter of Hard Landing in the book club and reflect on takeaways from the book. In the mailbag, we talk about MU-2s doing angel work, the A&P to pilot career path, and the latest 737 LRD drama. Flight Advice: Should I keep my survey job or finish my CFI? Oh, and we may have created a secret pilot Freemason society while we were at it. More info on the

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01:46:43

161. Is This the Craziest Warbird Recovery Attempt Ever?

21.FIVE - Professional Pilots Podcast ·

2025/03/18

In 1995, a team of aviation cowboys set out on a mission that sounds too crazy to be real: fly a WWII B-29 bomber out of the Arctic after 50 years of abandonment. But as guest Vernon Rich tells us, things did not go as planned. From rigging up fuel pumps with trash equipment to landing a Caribou with propane-inflated tires, this story has it all—engineering ingenuity, brutal cold, and a heartbreaking ending. Strap in for one of the wildest aircraft recovery stories ever attempted. Watch the

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01:03:29

160. Want to Fly Biz Jets After Airline Retirement?...

21.FIVE - Professional Pilots Podcast ·

2025/03/11

Dylan and Max kick things off with a deep dive into airline wifi, airport food inflation, and Dylan’s latest experiment—testing the Starlink Mini in the cockpit. Max recounts his wild adventure ferrying a Carbon Cub across the country (spoiler: electrical gremlins strike). The mailbag is packed with listener updates and career insights, while Flight Advice gets spicy with a retired airline pilot looking to pick up business jet contract work. Spoiler: It’s not as easy as he thinks. Show Notes 0:00

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01:10:28

158. What’s Going on with All These Aviation Accidents?

21.FIVE - Professional Pilots Podcast ·

2025/02/25

Dylan and Max return after a wild week filled with airline rumors, aviation history, and some sobering accident reports. They break down the bizarre (and quickly debunked) Southwest-JetBlue merger rumor and share their experience chasing the final landing of the last Martin Mars flying boat. The guys also discuss the recent streak of high-profile aviation accidents and their impact on the industry. Hard Landing Book Club Chapter 17: United searches for a new CEO. In the Flight Advice segment, a

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58:44

155. The Air National Guard: Is This the ultimate...

21.FIVE - Professional Pilots Podcast ·

2025/01/28

Ever wondered what it’s like flying for the Air National Guard? In this episode, Ben joins Dylan and Max to share his journey from high school aviation dreams to the cockpit of a KC-135. We break down the steps to becoming a Guard pilot, how to balance it with a civilian flying career, and why the Guard might be the ultimate flexible gig for pilots. Plus, insider tips on navigating deployments, training, and building a career that works for you. Connect with Ben on LinkedIn Show Notes 0:00 Intro

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32:24

153. From Garage Invention to Aviation Must-Have: The...

21.FIVE - Professional Pilots Podcast ·

2025/01/14

We’re joined by Megan Tuttle and Jordan Thieme from AeroTow, part of Amigo Mobility International, to dive into their innovative aircraft tugs. From humble beginnings in a Wisconsin garage to creating tugs that save your back (and your time), their story is as compelling as their products. Hear how they’re redefining aircraft handling for pilots, all while keeping it in the family. Plus, Max shares how AeroTow’s T1 has already transformed his hangar life! Learn more about AeroTow's family of

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01:32:44

152. 2025 Pilot Hiring: What's Happening And What...

21.FIVE - Professional Pilots Podcast ·

2025/01/07

James Onieal joins Dylan and Max to unpack the turbulent landscape of pilot hiring in 2025. From overhiring at the majors to regional pilots struggling to stand out, James offers no-nonsense advice on how to stay competitive. Whether you’re a CFI with big dreams or a seasoned military pilot planning your exit, this episode is packed with actionable insights for navigating the year ahead. Tune in for a mix of hard truths, strategies, and a few good laughs! Get in touch with James Onieal Show Notes

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01:03:53

151. From Cargo to Carry-Ons: Flying ACMI in a 747...

21.FIVE - Professional Pilots Podcast ·

2024/12/17

In this episode, we chat with 747 captain and Paradox Aviation Luggage co-founder, Derrek Khajavi. He gives us the inside scoop on ACMI flying, what it’s like hauling everything from lithium batteries to cows, and why he’s clinging to the 747 throttles for life. Plus, we dive into his innovative luggage company and how he’s solving everyday pilot problems, one aluminum bag at a time. Check out Paradox Aviation's Luggage Show Notes 3:07 All About ACMI 11:41 The 747 & Getting the Position 20:54

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01:13:39

149. What’s the Buzz in BizAv? Market Update with Brooks

21.FIVE - Professional Pilots Podcast ·

2024/12/03

Q4 is crunch time in the business aviation world, and Brooks from Vaerus Jet Sales is back to explain why. From analyzing tax incentives like bonus depreciation to discussing market trends on popular airframes, Brooks shares his insights on what’s hot (and not) in bizjet sales. He even gives us a peek into his DC-3 adventures and drops some hard truths about insurance and personal use compliance. If you're a pro pilot or a bizav enthusiast, you don't want to miss this one! VAERUS MEANS RIGHT, TRUE,

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56:50

148. Fuel Leaks, Flight Sims, and Airline...

21.FIVE - Professional Pilots Podcast ·

2024/11/26

This week, Dylan and Max tackle the highs and lows of aviation life, from Max’s fuel leak woes to a surprising guest appearance reviewing the new Microsoft Flight Simulator. In the Mailbag, listeners share experiences from the world of air ambulance flying and tips for mastering cockpit emergencies. Flight Advice takes on a big question for aspiring airline pilots: should you intern with a major airline or focus on building hours? Show Notes 0:00 Realistic Day in the Life 8:14 Microsoft Flight Sim

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01:29:41

144. 707s, NDBs, and Impossible Interviews (Mailbag &...

21.FIVE - Professional Pilots Podcast ·

2024/10/29

In this episode, Dylan and Max reminisce about the grueling interview days at American Eagle, where 500 hours landed you in the 707 sim. They compare corporate and airline training styles, from smoke-filled cockpit drills to NDB approaches and trust falls. Mailbag: Reserve Flying, Setting the record straight on the United 570, and more on the Delta sidestep. Flight Advice: A tense relationship with a chief pilot after securing a better compensation package. Show Notes 0:00 Intro & Hot Air Balloons

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