21.FIVE - Professional Pilots Podcast
21Five PodcastA 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 hilar... more
| Publishes | Weekly | Episodes | 211 | Founded | 7 years ago |
|---|---|---|---|---|---|
| Number of Listeners | Categories | LeisureAviation | |||
Listen to this Podcast
Latest Episodes
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 b... more
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. ... more
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 ... more
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 experienc... more
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Reviews
- New Sticker Idea
I think you’ve found your next sticker idea: „Wake up wrecked in the Hilton somewhere!“ - The 21.5 Show.
Love the show, been listening for a long time now. I recommend it to all the aspiring pilots I work with or speak with. From student pilots to guys like me trying go from Marine Corps V22s (Shout out to Dan mentioned in a previous episode) to the Majors. Keep up the great work guys! Always informative and entertaining. „Fake it ‚til you make it!“ Semper Fidelis. Mark.
Apple Podcasts5Noswet261
United States21 days ago - Top of the heap
Best aviation podcast out there at the moment. Nice work guys. Us pro pilots enjoy your perspective and relevant humor. James “right” O’Neal tho. Maybe jettison him. Dude is impossible to listen to. Otherwise, Great job fellas. Love the show.
Apple Podcasts5Crazy192837United Statesa month ago - Awesome podcast!
Funny, informative and insightful. By far the best aviation podcast out there. As someone riding the industry wave (one day listening from the right seat at FL45,0 and the next day at home laid off) this podcast keeps me plugged in and encouraged. Listening makes me feel like it’s just another day on the flight deck…
Apple Podcasts5SRpickles71United Statesa month ago - Great podcast
Max and Dylan do a great job covering pertinent topics while keeping it funny and light hearted.
Apple Podcasts5Carson_B1United Statesa month ago - Hangar flying in the digital age - Five Stars. Definitely Recommend.
Love the show guys. The Click and Clack brothers of Aviation.
12 years of 137 in air tractors, and now stumbling my way into 121 in the Airbus. I found you’all just before starting initial, and couldn’t’ve made it thru without you. “Fake it ‘till you make it!”
Possible interview recommendation… Steve Wentworth of Wentworth Aircraft Recovery in Minnisota. Experienced private pilot and story teller, he has recovered over 6,500 wrecks. Solid advice and insight such as: “friends don’t let frie... more
Apple Podcasts5NineRomeoUnited Statesa month ago
Listeners Say
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Chart Rankings
How this podcast ranks in the Apple Podcasts, Spotify and YouTube charts.
Apple Podcasts | #4 | United States/Leisure/Aviation |
Apple Podcasts | #119 | United States/Leisure |
Apple Podcasts | #14 |  Canada/Leisure/Aviation |
Apple Podcasts | #28 |  United Kingdom/Leisure/Aviation |
Apple Podcasts | #217 | Canada/Leisure |
Apple Podcasts | #29 |  Italy/Leisure/Aviation |
Talking Points
Recent interactions between the hosts and their guests.
Audience Metrics
Listeners, social reach, demographics and more for this podcast.
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Frequently Asked Questions About 21.FIVE
What is 21.FIVE about and what kind of topics does it cover?
A long-running aviation-focused program that pairs practical career guidance with industry insights, anchored by two pilots who balance hands-on experience with candid conversation. Across episodes, topics span financial planning for disruption, career navigation during industry shifts, leadership training for pilots, safety and training best practices, and realistic layover/life-work discussions. Guests range from financial advisors and career coaches to safety experts and technology innovators, often blending actionable tips with entertaining storytelling. A notable strength is mixing high-value, applicable advice (networking, interviews, contracts, retirement planning) with relatable, humorous banter and real-world anecdotes that keep co... more
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How many listeners does 21.FIVE get?
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What are the audience demographics for 21.FIVE?
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How many subscribers and views does 21.FIVE have?
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Which podcasts are similar to 21.FIVE?
These podcasts share a similar audience with 21.FIVE:
1. Pilot to Pilot
2. Opposing Bases: Air Traffic Talk
3. Ready 4 Pushback
4. Pilot's Discretion from Sporty's
5. Aviation News Talk – Pilot Stories, Safety Tips & General Aviation News
How many episodes of 21.FIVE are there?
21.FIVE launched 7 years ago and published 211 episodes to date. You can find more information about this podcast including rankings, audience demographics and engagement in our podcast database.
How do I contact 21.FIVE?
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What guests have appeared on 21.FIVE?
Recent guests on 21.FIVE include:
1. Timothy Pope
2. Kyle Freiberger
3. Mike Sferrazza
4. Juan Browne
5. Dan Boedigheimer
6. Brian Small
7. Tim Schoenauer
8. Captain Benny
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