Show overview
21.FIVE - Professional Pilots Podcast has been publishing since 2019, and across the 7 years since has built a catalogue of 222 episodes. That works out to roughly 280 hours of audio in total. Releases follow a fortnightly cadence.
Episodes typically run an hour to ninety minutes — most land between 59 min and 1h 27m — though episode length varies meaningfully from one episode to the next. It is catalogued as a EN-language Leisure show.
The show is actively publishing — the most recent episode landed 2 days ago, with 29 episodes already out so far this year. The busiest year was 2025, with 43 episodes published. Published by 21Five Podcast.
From the publisher
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, or anywhere in between, you'll love our fresh and often funny take on all things aviation. Come find us online at 21fivepodcast.com and connect with us via Insta/Facebook/Twitter: @21fivepodcast
Latest Episodes
View all 222 episodes222. Are Your Pilot Logbooks Ready for the Next Job?
221. Are You Leaving Money on the Table Before Year-End?
220. How Much Adventure Can You Fit Into One Flying Week?
219. Why Is the Business Jet Market So Tight Right Now?
218. Can You Trust a Pilot on the Road?
216. What Don't Professional Pilots Know About Owning a Small Airplane?
217. Constant Peg: America's Secret MiG Operation
215. Are You Pushing Your Pilot Career Too Hard?
214. Should You Stay for Turbine PIC or Jump to a Regional?
213. Are Bizav Pilot Salaries Still Climbing?
212. Would You Trade Seniority for Better Stories?
211. When Does Paying for Training Actually Make Sense?
210. What Should Pilots Do When the Paycheck Stops?
209. Should You Trade Quality of Life for Airline Seniority?
208. How Should Pilots Compete After Spirit's Shutdown?
207. Would You Sign a Five-Year Non-Prorated Training Contract?
206. Is your leadership style actually just manipulation?
205. Is Airport Parking the Worst Part of Being an Airline Pilot?
204. What Can We Learn Before the Final Report Arrives?
Ep 203203. 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 at living in base. Joby Aviation's Electric Skies Tour: San Francisco Bay Our Sponsors Tim Pope, CFP® — Tim is both a CERTIFIED FINANCIAL PLANNER™ and a pilot. His practice specializes in aviation professionals and aviation 401k plans, helping clients pursue their financial goals by defining them, optimizing resources, and monitoring progress. Click here to learn more. Also check out The Pilot's Portfolio Podcast. Advanced Aircrew Academy — Enables flight operations to fulfill their training needs in the most efficient and affordable way—anywhere, at any time. They provide high-quality training for professional pilots, flight attendants, flight coordinators, maintenance, and line service teams, all delivered via a world-class online system. Click here to learn more. Raven Careers — Helping your career take flight. Raven Careers supports professional pilots with resume prep, interview strategy, and long-term career planning. Whether you're a CFI eyeing your first regional, a captain debating your upgrade path, or a legacy hopeful refining your application, their one-on-one coaching and insider knowledge give you a real advantage. Click here to learn more. The AirComp Calculator™ is business aviation's only online compensation analysis system. It can provide precise compensation ranges for 14 business aviation positions in six aircraft classes at over 50 locations throughout the United States in seconds. Click here to learn more. Vaerus Jet Sales — Vaerus means right, true, and real. Buy or sell an aircraft the right way, with a true partner to make your dream of flight real. Connect with Brooks at Vaerus Jet Sales or learn more about their DC-3 Referral Program. Harvey Watt — Offers the only true Loss of Medical License Insurance available to individuals and small groups. Because Harvey Watt manages most airlines' plans, they can assist you in identifying the right coverage to supplement your airline's plan. Many buy coverage to supplement the loss of retirement benefits while grounded. Click here to learn more. VSL ACE Guide — Your all-in-one pilot training resource. Includes the most up-to-date Airman Certification Standards (ACS) and Practical Test Standards (PTS) for Private, Instrument, Commercial, ATP, CFI, and CFII. 21.Five listeners get a discount on the guide—click here to learn more. ProPilotWorld.com — The premier information and networking resource for professional pilots. Click here to learn more. Feedback & Contact Have feedback, suggestions, or a great aviation story to share? Email us at [email protected]. Check out our Instagram feed @21FivePodcast for more great content (and our collection of aviation license plates). The statements made in this show are our own opinions and do not reflect, nor were they under any direction of any of our employers.