Podcast · Leisure & Travel

21.FIVE - Professional Pilots Podcast

by 21Five Podcast · English · Leisure & Travel

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 indu

New episodes: Weekly
Typical length: 1 hr 2 min
Latest: 6 Oct 2026
Language: English

Latest episode

6 Oct 2026 · 1 hr 8 min

222. Are Your Pilot Logbooks Ready for the Next Job?

Max goes back to basics in recurrent training, Ted checks in from his increasingly fortified garage, and the guys dig into the FAA's move away from single-pilot exemptions on legacy Citations. The Mailbag keeps the pilot-marriage conversation going with listener strategies for trust, communication, and life on the road. For Flight Advice, Ben asks how to consolidate paper, Garmin Pilot, and MyFlightbook records before starting his first Part 135/fractional flying job, leading to a discussion about owning your data, backups, and keeping a clean interview-ready logbook. Show Notes 0:00 Intro…

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Earlier episodes 29 most recent

E221 · 29 Sep 2026 · 45 min
221. Are You Leaving Money on the Table Before Year-End?
Tim Pope of 360 Aviation Advisors joins Dylan and Max to talk open enrollment, year-end financial planning, and one of the biggest career decisions pilots eventually face: when to upgrade. For professional pilots, the numbers matter—but so do schedule, seniority, reserve, weekends off, and the quality-of-life calculus that never fits neatly into a spreadsheet. They dig into disability coverage, estate planning, 401(k) and Roth strategies, AI-generated financial questions, and whether captain pay is worth trading away a senior FO schedule. Listen in and subscribe for more conversations built…
22 Sep 2026 · 1 hr 6 min
220. How Much Adventure Can You Fit Into One Flying Week?
This week we ditch the usual format and go full storytime, starting with Max's annual Idaho backcountry mission involving Cub flying, pack rafts, mechanical drama, questionable fuel logistics, hungry foxes, and one extremely unwelcome skunk. Dylan counters with a 24-hour Anchorage layover full of 747s, floatplanes, bush planes, F Street Station, and some proper Alaska aviation sightseeing. Then he brings Gavin along in the right seat of the CJ2 for a father-son run to Roswell, complete with copilot duties and UFO tourism. Mailbag and Flight Advice will be back next episode. Show Notes 0:00…
E219 · 8 Sep 2026 · 1 hr 2 min
219. Why Is the Business Jet Market So Tight Right Now?
Brooks Pettit of Vaerus Jet Sales joins Dylan and Max to break down what is really happening in the business aircraft market. For professional pilots and flight departments, he covers tight inventory, strong demand, financing, tax-driven transactions, and why planning ahead matters. They also get into Challenger 3500 delivery positions, bonus depreciation, tariffs, AI-driven market research, and the realities of buying and selling aircraft in a fast-moving market. Listen in for a practical look at the transaction side of business aviation, then subscribe for more conversations from the…
1 Sep 2026 · 1 hr 15 min
218. Can You Trust a Pilot on the Road?
Max checks in from a musty Missouri hotel while earning his Light Sport Repairman certificate, and the guys detour through GA maintenance, Starbase, RTA wizardry, and the ongoing decline of 123.45 as a social network. Mailbag covers Sugar Alpha , Qantas' ultra-long-haul A350 plans, where Spirit's pilots and traffic may have landed, and whether 21.Five needs a Discord server. In Flight Advice, Dylan and Max tackle the stereotype that pilots are destined to cheat—and how couples can build trust, recognize real red flags, and keep the hotel-bar lifestyle from becoming a relationship MEL.…
E217 · 25 Aug 2026 · 1 hr 27 min
217. Constant Peg: America's Secret MiG Operation
Rob Zettel joins Dylan and Max to tell the story of flying MiG-21s and MiG-23s with the USAF's secretive Red Eagles under the Constant Peg program. For professional pilots, it's a fascinating look at training, aircraft handling, risk management, and what happens when experienced aviators are handed an airplane with no two-seat trainer and no simulator. Rob gets into fighting frontline U.S. fighters in the MiG-21, taking the MiG-23 to Mach 2.35, handling a serious hydraulic failure, and later trading Cold War fighters for a career at United and the 757. Listen and subscribe for more…
E216 · 18 Aug 2026 · 1 hr 1 min
216. What Don't Professional Pilots Know About Owning a Small Airplane?
Max gets wrecked by a closed mariscos truck, discovers there are still 727 flight engineers in the wild, and goes full test-pilot mode in his Cub after finding Bush Air's backcountry training content. In the Mailbag, we hear about expat pilot furloughs at Cathay, the French art of la bise , Allegiant's bridge agreement, and a couple of excellent Oshkosh run-ins. Flight Advice tackles how a military/airline pilot with basically no GA background should ease into tailwheels, backcountry flying, airplane ownership, instruction, and the local GA community without making a very expensive first…
11 Aug 2026 · 1 hr 3 min
215. Are You Pushing Your Pilot Career Too Hard?
James Onieal of Raven Careers returns to break down the current pilot hiring market across the majors, regionals, cargo operators, fractionals, and cadet programs. He explains why hiring remains competitive, why ATP-CTP is becoming a practical minimum for first jet jobs, and why changing lanes can sometimes leave pilots farther behind. The crew also digs into NetJets, Flexjet, FedEx, Alaska-Hawaiian, low-time networking, and the danger of grinding for flight time without a realistic payoff. Listen and subscribe for a candid look at building a professional flying career without turning…
E214 · 4 Aug 2026 · 57 min
214. Should You Stay for Turbine PIC or Jump to a Regional?
Dylan and Max return from aggressively vacationing with biplane rides, glacier dog sledding, Telluride approaches, and a real single-engine checkride landing at Prescott. They break down United's unusual diversion into Luke Air Force Base, swap diversion war stories, and question whether anyone actually wants a 24-hour Qantas flight. The Mailbag covers Skybus, a Harvey Watt-powered ultramarathon, and more listener follow-ups. Flight Advice tackles whether a new dad should stay in a Part 135 Citation job building turbine PIC or jump to a regional—and the verdict is to stay put for now. Show…
E213 · 7 Jul 2026 · 57 min
213. Are Bizav Pilot Salaries Still Climbing?
Dr. Chris Broyhill returns to talk AirComp Calculator data, pilot compensation trends, and why business aviation leadership still needs some recurrent training. For professional pilots and aviation managers, this one matters because the market is moving faster than the standard "here's your 3% raise" corporate playbook. Dylan, Max, and Chris get into G500/G600 pay, contract rates, compensation survey safe-harbor rules, and the new Business Aviation Book: Leading Operational Excellence. Listen, subscribe, and maybe read the methodology section before walking into your next comp meeting. Click…
E212 · 9 Jun 2026 · 55 min
212. Would You Trade Seniority for Better Stories?
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 Flight Advice, they answer a 300-hour CFI wondering how to build an interesting aviation career while still protecting family life, QOL, and future seniority. TankerBot AI in Business Aviation…
E211 · 2 Jun 2026 · 1 hr 21 min
211. When Does Paying for Training Actually Make Sense?
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 training, single-engine ATP currency, and an Alaska 135 strategy might actually be a no-brainer. Also: meta glasses, janky gravel strips, and potential tax treatment for baklava. TankerBot - Try out…
E210 · 19 May 2026 · 37 min
210. What Should Pilots Do When the Paycheck Stops?
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 nuclear option you try very hard to avoid. Listen, subscribe, and maybe give your emergency fund a little love. Tim Pope, CFP® — Tim is both a CERTIFIED FINANCIAL PLANNER™ and a pilot. His practice…
E209 · 13 May 2026 · 1 hr 3 min
209. Should You Trade Quality of Life for Airline Seniority?
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 recaps his first Atlantic crossing in years, complete with CPDLC confusion, Gander relief, and some unpaid product shoutouts. Flight Advice tackles whether a 36-year-old Caravan pilot with a young…
E208 · 5 May 2026 · 1 hr
208. How Should Pilots Compete After Spirit's Shutdown?
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 logbooks, PRD files, recommendation strategy, corporate aviation, oil-price uncertainty, and why "preferential interview" does not mean "automatic job." Raven Careers — Helping your career take flight.…
E207 · 28 Apr 2026 · 59 min
207. Would You Sign a Five-Year Non-Prorated Training Contract?
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 being ghosted on $10,000 worth of invoices and expenses . The 2025 FAA Pilot Statistics Are Out — And Nobody's Talking About This - Seth Lake Show Notes 0:00 Intro 2:24 Max's Musings: Flights & Camping…
E206 · 21 Apr 2026 · 1 hr 9 min
206. Is your leadership style actually just manipulation?
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" framework, the DISC behavioral tool, and the critical shift from defending your intentions to owning your impact on the crew . Learn more about First Class Leaders Show Notes 0:00 Intro 2:11 Starting…
E203 · 14 Apr 2026 · 56 min
205. Is Airport Parking the Worst Part of Being an Airline Pilot?
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 trying to break into flying and a young regional FO deciding between staying put, jumping to 135, or chasing a bigger airplane. It's part career counseling, part curbside therapy, and very much a…
E204 · 7 Apr 2026 · 42 min
204. What Can We Learn Before the Final Report Arrives?
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 offenders like VFR into IMC and loss of control, plus a few backcountry Husky war stories. Check out the Juan Browne's Blancolirio channel on YouTube Show Notes 0:00 Intro 3:00 How It Started 9:10 The…
E203 · 24 Mar 2026 · 1 hr 1 min
203. Is Commuting Worth Three Years of Seniority?
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, and defend Max's musings like true professionals. In Flight Advice, they tackle a brutal career question: keep three years of United seniority and commute, or risk starting over at Delta for a shot…
E202 · 17 Mar 2026 · 1 hr 24 min
202. Would You Start Over at a Fractional in Your 40s?
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-career question: if you had to start over in your late 40s, is a fractional the better move than going back to the bottom of an airline seniority list? It's safety soapbox, career therapy, and just…
E201 · 10 Mar 2026 · 41 min
201. Why Are Wrong-Airport Landings Still Happening?
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 duties, stabilized approach discipline, workload, fatigue, and what actually makes recurrent safety training stick. Listen in, then subscribe so you don't end up chasing the bright shiny airport like…
E200 · 4 Mar 2026 · 1 hr 39 min
200. Live show: James Onieal answers listener questions
Dylan and Max are joined by James Onieal (Raven Careers) for Episode 200, covering everything from conferences and networking to cadet programs, cargo hiring, and fractional life. They also dig into the latest conflict in the Middle East and what rising oil prices could mean for airline pilots—from hiring pressure and route economics to the broader ripple effects across the industry. The conversation gets into why pathway programs can be helpful, but also how debt-heavy options can limit your flexibility when the market turns. Add in pipeline patrol as real CRM-building time, a healthy dose…
24 Feb 2026 · 55 min
199.5 How Do You Build Fortune 100-Level Flight Ops at your Small Flight Department?
Dylan and Max sit down with Aaron, Software Architect at Airplane Manager, to talk business aviation ops tech and where AI is headed. If you're running lean (two pilots, one tail, no dispatcher), this is the roadmap for reducing busywork without losing operational control. They dig into integrations, offline trip tools, and why "apps" might just become background APIs. Listen in and subscribe for more pilot-to-pilot ops talk. Check out the software Dylan and Max both use to run their departments: Airplane Manager Show Notes 0:00 Intro 2:01 Airplane Manager Overview 11:07 App, AI, and…
E199 · 10 Feb 2026 · 1 hr 15 min
199. At What Point Should You Just Eat the Hotel Food?
Dylan and Max recap a jet-lagged Japan ski mission, widebody travel wins and fails, and the realities of surviving brutal time zone changes. In the Mailbag, they dig into Saab war stories, Autoland edge cases, NBAA training standards, airline-branded watches, and career wins from listeners making the jump into jets. The Flight Advice segment centers on a sobering accident discussion and the risks of slipping from airline discipline into lightly regulated operations. As always, it's equal parts technical insight, hard-earned perspective, and questionable footwear choices. Southwest Airlines…
S1 · E198 · 4 Feb 2026 · 56 min
198. What Does "Stay Flexible" Actually Mean for Pilot Spouses?
Late-night musings from Dylan and Max: corrections on "newest airports," a touchdown-point math fix, and Max's Cub antics after an oil change—including a surprise landing on BLM dirt near Lake Pleasant. Then: the inaugural JSX ATR into Scottsdale, a Japan trip preview, a wild "Gleaming the Cube" airport intro, Jepp AMM taxi chart nerd-out, ForeFlight layoff chatter, and Airplane Manager's new AI. The mailbag brings career moves, SOP love, a real-world bird strike at rotation, and finally: Flight Advice from a pilot spouse (Marie) asking what "stay flexible" really means when you've got kids,…
E197 · 27 Jan 2026 · 54 min
197. What's Changing with Airline Pilot Retirement in 2026?
Financial planner Timothy P. Pope of 360 Aviation Advisors returns to break down 2026 retirement updates that matter to pro pilots. From new Roth catch-up rules to Southwest's bold move on NEC contributions, he digs into the real tax impacts for airline crews. Bonus: comparisons across the majors, advice for CFI's just starting out, and a hangar office update. Listen in and get smarter about your money. Show Notes 0:00 Intro 3:23 What's New: Retirement Considerations 13:26 Southwest Airlines & Carrier Benefits 32:28 Retirement For Younger Pilots 35:29 Financial Planning for Younger Pilots…
E196 · 13 Jan 2026 · 1 hr 49 min
196. How Much Chaos Can You Fit Into One Runway?
San Diego continues its reign as the busiest single-runway "how is this legal?" airport, plus we nerd out on new terminals, recurrent training wins, and a Challenger sim surprise when Dylan's seat decided to yeet itself at ~90 knots. In the Mailbag, we hit ferry flying as a niche career path, a home-buying reality check from Diamond Dog Tim Pope (mortgage recasts, baby), and a training-center SOP rant that's painfully relatable. We also kick off the 2026 ops-manual push with the "latest touchdown point" concept and how to actually mark it on ForeFlight without fat-fingering your zoom. Flight…
E195 · 6 Jan 2026 · 1 hr 45 min
195. Would You Let the King Air Land Itself?
First show of 2026: we talk Garmin Autoland in a King Air and why internet speculation is the fastest way to sound like a jabroni. We also hit the chaos of international ops (Mexico permits/APIS pain) and tease the Chicago Layover Guide dropping soon. In the Mailbag: Coeur d'Alene layover intel, a legendary lav story, Pilot Pete confusion gets cleaned up, airline-switching "sunk cost" drama, and surviving an unhinged sim instructor. Flight Advice is a big one: a 2,000-hr pilot with a baby inbound weighs staying in a single-pilot piston twin 135 gig vs taking a King Air 200 EMS job (and…
E194 · 23 Dec 2025 · 1 hr 27 min
194. What Will Pilot Hiring Really Look Like in 2026?
James Onieal from Raven Career Development returns to break down what pilot hiring is shaping up to look like in 2026. We dig into majors, regionals, corporate paths, and why movement can feel slow right up until it suddenly isn't. From CFI logjams to corporate and furlough realities, this episode is all about timing, strategy, and expectations. Subscribe and listen to stay ahead of the hiring curve. Raven Careers supports professional pilots with resume prep, interview strategy, and long-term career planning. Click here to learn more. Show Notes 0:00 Intro 4:15 Big 3 in 2026 11:52 Rejection…

About 21.FIVE - Professional Pilots Podcast

21.FIVE - Professional Pilots Podcast is a English leisure & travel podcast from 21Five Podcast. Melo plays each episode straight from the publisher's own feed — no ads added, no account needed — and remembers where you stopped, in this browser only.

Publisher: 21Five Podcast
Language: English
Category: Leisure & Travel
New episodes: Weekly
Typical length: 1 hr 2 min
Latest episode: 6 Oct 2026
Feed: RSS — paste into any podcast app
Apple Podcasts: podcasts.apple.com/podcast/id1460355472

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