Home Podcasts 21.FIVE - Professional Pilots Podcast
21.FIVE - Professional Pilots Podcast

21.FIVE - Professional Pilots Podcast

21Five Podcast 211 episodes Latest Jun 2, 2026

A podcast for professional pilots, hosted by Dylan and Max, both experienced pilots with backgrounds in flight instructing, airlines, and business aviation. They discuss industry topics, share stories, and interview experts in various aviation fields. The show aims to help pilots improve as travelers and professionals, with a fresh and often humorous take on aviation.

Episodes

212. Would You Trade Seniority for Better Stories? Jun 9, 2026 55:10 Summer scheduling chaos is in full swing as Dylan and Max talk vacation bidding wizardry, Teterboro's RNAV to Runway 1, NDB war stories, New York hotel-room misery, and a suspiciously affectionate airline lobby ritual. In the Mailbag, they tackle foreign pilots at U.S. carriers, terrifying hotel van rides, AI app-building tools, and a listener plea to stop stepping on each other's punchlines. For
211. When Does Paying for Training Actually Make Sense? Jun 2, 2026 01:20:44 Dylan and Max talk Alaska dreams, Southwest's new nonstop to Anchorage, lake lodge podcast fantasies, and Max's brave decision to bypass the discounted Marriott burger for Yemeni cuisine. In the Mailbag, listener Elijah checks in with a unique path back into aviation after the Air Force and a decade away from flying. For Flight Advice, the guys break down why using the GI Bill for PC-12 initial tr
210. What Should Pilots Do When the Paycheck Stops? May 19, 2026 37:23 Timothy P. Pope joins Dylan and Max to talk through the financial side of Spirit's shutdown and what professional pilots can learn from it. For airline and bizav pilots, the big takeaway is simple but not always fun: stabilize first, optimize later. The crew digs into emergency funds, burn rate, 401(k) rollovers, IRA traps, benefits, life insurance, and why raiding retirement money is usually the
209. Should You Trade Quality of Life for Airline Seniority? May 13, 2026 01:02:34 Dylan and Max kick things off with DoubleTree cookie restraint, San Diego seafood, 40-plus Vegas strategy, DJ juice, and the emerging menace of the commuter life vest. In the Mailbag, listeners bring dumpster-diving charter pilot stories, bankruptcy bassoon suggestions, skydiving-adjacent book recommendations, and a heavy airline-industry "what if" about another major demand shock. Dylan also reca
208. How Should Pilots Compete After Spirit's Shutdown? May 5, 2026 59:58 James Onieal from Raven Career Development joins Dylan and Max to unpack Spirit Airlines' wind down and what it means for Spirit pilots, regional pilots, CFIs, and anyone trying to move up the aviation ladder. The conversation gets into why experience alone will not carry you through an interview, especially when 2,000-ish highly qualified pilots suddenly enter the market. James breaks down logboo
207. Would You Sign a Five-Year Non-Prorated Training Contract? Apr 28, 2026 58:31 Max recaps a wild GA camping trip involving gale-force winds and a midnight arboreal emergency, while Dylan discusses the "superpower" of vibe-coding your own aviation tools with AI . The Mailbag tackles the dilemma of choosing between a quick class date with a restrictive five-year contract or waiting for a better "wholly owned" offer . Finally, Flight Advice addresses a contract pilot who is bei
206. Is your leadership style actually just manipulation? Apr 21, 2026 01:08:52 Dylan and Max sit down with Kyle Freiberger and Mike Sferrazza from First Class Leaders to bridge the gap between technical proficiency and effective aviation leadership . This episode explores why traditional CRM often fails to address the human element and how pilots at any rank can cultivate influence through self-awareness and emotional intelligence . The guys dive into the "Take the Lead" f
205. Is Airport Parking the Worst Part of Being an Airline Pilot? Apr 14, 2026 56:13 This week Dylan and Max kick things off with Atlantic Bucks, the new IRS reporting threshold, and a spirited rant about airport parking, employee lots, and the endless misery of hotel vans. In the mailbag, they dig into helicopter careers, the real risk-versus-reward tradeoffs, and what that path looks like compared with airplanes. Flight Advice gets into career strategy for a maintenance pro tryi
204. What Can We Learn Before the Final Report Arrives? Apr 7, 2026 42:29 Juan Browne of the blancolirio YouTube channel joins Dylan and Max to talk about how he breaks down aviation accidents and incidents in near real time. For professional pilots, it's a sharp discussion on separating facts from opinion, finding teachable moments, and managing the gap before the NTSB final report arrives. They get into ADS-B, ATC audio, comment-section corrections, GA repeat offender
203. Is Commuting Worth Three Years of Seniority? Mar 24, 2026 01:01:22 Why is Max recording at night, and why does every aviation headline lately feel like another runway-incursion autopsy? This episode covers TSA chaos at Sky Harbor, a rough New York accident discussion, eVTOL optimism, and Max's descent into experimental-airplane condition inspection misery. In the Mailbag, the guys debate NBAA landing-distance math, hear a loud call to bring back listener stories,
202. Would You Start Over at a Fractional in Your 40s? Mar 17, 2026 01:23:32 This week Dylan and Max dig into the recent Challenger 650 accident in Bangor and the very real pressure corporate crews can feel when winter ops get sporty. In the Mailbag, they hit union negotiations, whether helicopter flying is actually a smart career pivot, a truly elite ripped-pants-in-cruise story, and a listener correction on landing the Osprey. For Flight Advice, they tackle a big mid-car
201. Why Are Wrong-Airport Landings Still Happening? Mar 10, 2026 41:04 Dan Boedigheimer from Advanced Aircrew Academy joins Dylan and Max to break down why wrong-airport and wrong-surface landings still happen, and what professional pilots can do to stay ahead of them. For Part 91 and bizav crews especially, it's a practical discussion on building better habits when nobody is spoon-feeding you the safety data. They get into visual approach traps, pilot monitoring dut

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