21Five 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, or anywhere in between, you’ll love our fresh and often funny take on all things aviation. Come fi...
Author
21Five Podcast
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Podcast website
Latest episode
Jul 7, 2026
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Episodes
38. You're getting furloughed, now what? 01.09.2020 1:27:31
The guys discuss how to handle a cancellation on a contract trip // Featured Furloughed Flyer Chris shares his perspective and experience surviving a previous furlough by turning to long haul trucking // James and Jason from Raven Careers with tangible steps on what to do if you're getting furloughed // Dylan and Max share hilarious and cringeworthy interview stories. You can reach our Featured F...
37. More Crazy, Funny, and Interesting Aviation stories from our Listeners (pt. 2) 18.08.2020 1:12:11
Max reveals his latest career pivot | We discuss how often BizAv pilots should check on their airplane during maintenance | Mike Healey joins us as our first Featured Furloughed Pilot | What happens when you drop a firearm in a C-17 lav with Matthew | Mike tells us tails from the glory days at America West and the early years at SWA | Dave relays a legendary story from his Caribbean flying comrade...
36. How to Answer: Will You Resign Your Seniority Number? 04.08.2020 1:17:47
Dylan talks about his tailwheel training and the guys discuss ways to stay current if you’re not flying much at work. Mailbag discussion on ATC ground control inconsistencies and furlough flute feedback. James Onieal rejoins us to address the difficult questions furloughed airline pilots will face during job interviews. We all discuss what pilots in business aviation should do if their employer pr...
35. Air Traffic Controller Derek Vento 21.07.2020 1:48:10
The guys are back after vacation and recap the latest (bad) news from the airline industry while introducing the ‘warn horn’ and ‘furlough flute’. We read some listener reviews. Derek Vento, Air Traffic Controller, and host of the The Traffic Pattern Podcast, joins us to talk all things ATC [16:35]. Derek explains the demanding training required to be a controller while sharing his personal story....
34. Why applying for jobs online won’t work 16.06.2020 1:31:52
While stuck on vacation due to a road closure, Dylan and Max dig into the mailbag to discuss what CFI’s should do while waiting for hiring to resume, [3:05] and give their thoughts on wearing a mask in-flight [7:28]. James Onieal and Jason from Raven Careers join us to explain the importance of networking on LinkedIn for job hunting pilots [17:48]. We discuss the latest numbers from the airlines a...
33. Delta’s Displacement and Industry Check in 02.06.2020 1:28:49
Max and Dylan call airline and business aviation contacts to discuss the Delta displacement and get the latest on how pilots are being affected by the pandemic. We chat with Delta Pilots Chad and Roy, Aubrey, a full time contract pilot, Regional Pilot Kaleb, 135 pilot Ryan, Fractional Pilot David, and Aircraft Sales and Acquisitions specialist Ken Casey. Then, we chat with Lindsey about maintainin...
32. What’s the future of small flight departments? 19.05.2020 1:27:09
Dylan and Max cover the latest news including positive signs in the fractional market. Jason joins us to explain SFAR 118 and how it applies to professional pilots [11:50]. David Keys, chairman of NBAA’s Small Flight Department committee, calls in to discuss the importance of a safety culture, as well as some of the challenges facing small flight departments [40:46]. David shares a hilarious prank...
31. Furloughs explained by a former ALPA Furlough Rep 05.05.2020 1:24:41
Dylan and Max discuss the big displacement bid announced by United Airlines over the weekend then sort through the mailbag. Carl Valeri, airline pilot, career coach, and podcast host, joins us to cover furloughs in depth [13:30]. Carl shares advice and insight on how to financially plan for a furlough, how long to expect a furlough to last, and what the best use of your time is while furloughed. C...
30. What should I be doing with my 401(k)? 21.04.2020 1:23:55
Max and Dylan dig into the mailbag, then Greyson Geiler, retirement specialist, joins us to discuss the recent market volatility and its effect on retirement. We discuss what 20-30 year old pilots should be doing to save for retirement and how to minimize fees. Next we cover some strategies for pilots in their 40s and 50s, and finally what pilots in their 60s should do to prepare their portfolio f...
29. Crazy, funny, and interesting aviation stories from our listeners (pt. 1) 07.04.2020 1:16:15
To take our minds off of these crazy times, Max and Dylan share some of our listeners’ aviation stories. Mark from ProPilotWorld.com calls in to kick things off. One of our college buddies tells the story about his first number 2 in an aircraft lav. David receives a surprising compliment. Our buddy tells us why pilots and hemorrhoids don’t mix. Ty picks the wrong place to land his chopper. The Rus...
28. How does the Coronavirus compare to 9/11? 30.03.2020 57:41
James and Jason join Dylan and Max to react to the airline bailout (CARES Act). Then, Jason and James compare the coronavirus to 9/11 and reveal some startling facts from 9/11 to help us understand the potential impact of the coronavirus on aviation. We read your questions from the mailbag on debt management and what professional development opportunities are available for CFIs. Show resources: FA...
27. The Airline Bailout: What does it mean for professional pilots? 26.03.2020 27:45
Mini episode recorded on March 26th at 0800 PST: The CARES Act was passed by the Senate last night, if the bill becomes law, how will the bailout money be used by the airlines? What does it mean for professional pilots? Max and Dylan discuss the language in the bill and speculate on what it means for the industry. Show resources: Coronavirus Aid, Relief, and Economic Security (CARES) Act, H.R. 748...
26. How to survive disruptive change 23.03.2020 1:05:44
Will the US halt domestic flights? Will the bailout be approved? We cover the latest news with James and Jason from Raven Career Development, then discuss ways pilots can prepare for possible layoffs and furloughs. Plus, Lindsey the Pharmacist joins us to recommend medicine and supplements all pilots should pack with them on their next trip. James Onieal can be found at RavenCareers.com Our sponso...
25. Are furloughs coming? 17.03.2020 45:13
With limited facts and information available, Dylan and Max are joined by James Onieal at Raven Careers to discuss what pilots should be doing in the short, medium, and long term to prepare for uncertainties. James Onieal can be found at RavenCareers.com Our sponsor, Harvey Watt, offers the only true Loss of Medical License Insurance available to individuals and small groups. Because Harvey Watt m...
24. Real talk with professional pilots affected by the COVID-19 crisis 16.03.2020 57:21
Dylan and Max call aviation industry contacts to see how they’re dealing with the crisis. We call a Delta Airlines 757 Pilot [5:30], a 135 Charter department director [15:25], a CFI transitioning to the regionals [22:25], a 135 Charter pilot on a trip to an area about to go under curfew [35:20], a 787 pilot for United [40:08], an airbus 330 pilot for Hawaiian [45:45], and a pilot for FlexJet [53:0...
23. James Onieal on what pilots should do in these uncertain times 13.03.2020 1:17:10
Dylan and Max discuss the fallout from the latest travel bans and speculate on the ramifications for the major airlines [0:47]. James Onieal joins us to discuss these uncertain times and offers his advice to pilots who are experiencing discomfort [12:50]. Dylan and Max open up the mailbag [53:00]. We call Tom Hauge to find out the consequences of the Nashville airport tornado and share a funny sto...
22. ADS-B Surveillance, TSA winding down, and our favorite pilot gear 25.02.2020 1:45:34
Dylan and Max react to the news that Trans States Airlines is shutting down [16:25]. Roy joins to discuss hot topics for professional pilots, including ADS-B Surveillance [25:15], Why Youtube is ruining GA [42:45], and Airbus 220 first impressions [51:53]. We introduce the point-counterpoint segment and debate long sleeve pilot shirts, lanyards vs ID clips, and other pertinent topics [59:14]. The...
21. Dr. George Nolly on expat airline flying, single pilot airliners, and how to keep pilot skills sharp 11.02.2020 1:21:39
The guys discuss a slew of recent topics in the news including the possible sale of Bombardier, United buying a flight school, and the Breeze Airways announcement [00:41]. We read a very full listener mailbag [10:40]. Dr. George Nolly joins us to share his impressive aviation background [21:02]. George tells us about his experience as an expat airline pilot [33:34]. George shares his thoughts on p...
20. How aviation insurance works and why premiums are exploding 28.01.2020 1:40:18
Dylan and Max discuss current events including the proposed change on emotional support animals on airliners [1:46]. The guys read some listener email regarding corporate pilot quality of life improvements [6:07]. Tom Hauge, National Sales Director for Wings Insurance, joins us to explain why aviation insurance premiums are rapidly climbing [14:11]. Tom explains what professional pilots can do to...
19. Building Airline Pilot Schedules with Dan 14.01.2020 1:47:27
Building Airline Pilot Schedules with Dan. Max and Dylan discuss the big aviation topics of 2020 including ADS-B and upcoming airline pilot contract negotiations [0:37]. Ted calls in to give some straight talk to airline pilot commuters and passengers [7:55]. Dan, an ALPA scheduling committee representative, joins us to explain how airline pilot schedules are built [19:30]. Dan covers a multitude...
18. Our best stories from 2019 31.12.2019 1:35:14
We didn't want to leave you hangin' over the holidays, so here's a compilation of our stories from 2019! Episode 3 - Mike explains extradition flights, 1:58 Episode 11 - Dave flies the prize winning pig 14:22 Episode 6 - Dylan and Max on a reality show? 18:12 Episode 13 - Aubrey has a single pilot emergency 22:36 Episode 5 - Jeff and the arranged marriage in a Citation X 32:05 Episode 8 - Dylan an...
17. Sean McGeough, Vice President of Wheels Up 17.12.2019 55:39
Dylan and Max talk about their experiences flying at the airlines and charter during the holiday season [1:00]. Dylan and Max plug their upcoming Dec 23 appearance on the ‘ Ready for Takeoff Podcast ’ [7:42]. Wheels Up VP Sean McGeough calls in and shares his fascinating aviation background [9:36]. Sean talks about the announced Wheels Up/Delta Private Jets Merger [14:30]. Dylan asks Sean where he...
16. 5 Things BizAv can do to improve pilot retention with James Onieal, then FlightSafety recruiter Lori 03.12.2019 1:32:56
5 Things BizAv can do to improve pilot retention with James Onieal, then FlightSafety instructor recruiter Lori. Max and Dylan call Clint to get an update on his journey to regain his medical [1:30]. Jamie Stember, Chairman of the NBAA CAM Governing board, and James Onieal from Raven Career Development, join us to discuss recruitment and retention in business aviation [20:00]. James shares his 5 t...
15. Aspen Airport Operations with Jason 19.11.2019 1:19:45
Aspen Airport operations with Jason. Max and Dylan announce their partnership with Harvey Watt Insurance [1:15]. The guys talk about the success of the NYC/Teterboro destination guide and share some listener feedback [3:30]. Jason, author of the Aspen Airport Familiarization Training and Airport Briefing , joins us to discuss Aspen operations [7:35]. Jason talks about the many different factors on...
14. Traian, New York TRACON Controller, on Teterboro and NYC plus Airline Prank stories 05.11.2019 1:32:14
Traian, New York TRACON Controller, on Teterboro and NYC plus Airline Prank stories Max and Dylan recap their time at NBAA BACE in Las Vegas [1:38]. Traian, a recently retired New York TRACON controller joins us to talk about his career working the Newark area of N90 [7:30]. Traian explains the NY TRACON and sectors [12:10]. Traian explains why Teterboro can often experience long delays [21:30] an...
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