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21.FIVE - Professional Pilots Podcast

21Five Podcast
Business Aviation
Aviation
Southwest Airlines
Financial Planning
Aviation Safety
Flight Training
Pilot Training
Aviation Industry
Aviation Training
Professional Pilots
Airlines
Air Traffic Control
Pilot Compensation
Airline Industry
Aircomp Calculator
Pilot Hiring Trends
ACMI
Roth IRA
Flight Operations
Pilots

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 hilar... more

PublishesWeeklyEpisodes206Founded7 years ago
Number of ListenersCategories
AviationLeisure

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Latest Episodes

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 ele... more

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 r... more

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 teachab... more

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 experimen... more

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Recent Guests

Juan Browne
Creator of Blancolirio YouTube channel, aviation commentator
Blancolirio
Episode: 204. What Can We Learn Before the Final Report Arrives?
Dan Boedigheimer
Subject matter expert on aviation safety topics
Advanced Aircrew Academy
Episode: 201. Why Are Wrong-Airport Landings Still Happening?
Brian Small
Director of Regulatory Affairs for Flight Safety
Flight Safety
Episode: 193. Can One Industry-Wide SOP Manual Raise the Bar for Business Aviation?
Tim Schoenauer
Senior Director of Global Training Solutions at CAE
CAE
Episode: 193. Can One Industry-Wide SOP Manual Raise the Bar for Business Aviation?
Captain Benny
Pilot influencer known for his humorous takes on aviation culture
Fly, Benny Fly
Episode: 184. How Do You Stay Resilient After Career Setbacks? w/ Capt Benny
Jenny Showalter
Speaker, career change expert and aviation professional.
Episode: 182. When the Flight Department's Broken, Do You Stay or Go?
Jim Lara
Aviation consultant and industry expert.
Episode: 182. When the Flight Department's Broken, Do You Stay or Go?
Colonel Bushong
102-year-old WWII aviator and aircraft commander on a B-17
390th Memorial Museum
Episode: 174. B-17 to F-4: A 102-Year-Old WWII Aviator's Incredible Journey
Forrest Owens
Aviation legal counsel and attorney specializing in aviation law
Law office of Forrest Owens
Episode: 170. What Should You Do When the FAA Calls?

Hosts

Dylan
Host of the podcast, a professional pilot with a background in flight instructing and business aviation. Engages listeners with humorous anecdotes and valuable insights from the aviation industry.
Max
Co-host of the show, a professional pilot with experience in various aviation sectors. Known for his engaging humor and insightful contributions to discussions on aviation topics.

Reviews

4.9 out of 5 stars from 568 ratings
  • Yup

    Dual rated aviator who has experienced both corporate and airline sides of the industry and have found this show to be both entertaining and continuously relevant while I have bounced around the fixed-wing world. Keep up the good work, boys!

    Apple Podcasts
    5
    NYAKHI
    United States3 days ago
  • Excellent Show

    This is a fantastic resource for any aspiring pilot, whether in GA, airlines, or corporate. Dylan, Max, and their guests provide helpful advice from insiders who have done it all in aviation. Cannot recommend enough.

    Apple Podcasts
    5
    CM_TX
    United States3 days ago
  • Passing on bad news

    Love the show, keep it up! When passing on the exceptional costs that aircraft maintenance can have. Management just wants to know what it’s gonna cost, there is no good or bad news. It’s just news. If they get feelings about it, just casually explain how it affects the aircraft readiness and what options they have. Move on, plenty of actual problems to work on.

    Apple Podcasts
    5
    CGZeroZero
    United States25 days ago
  • Great Show

    I love the show and can’t recommend it enough to pilots in all phases of aviation. One thing I wish you guys would bring back an emphasis on telling a story at the end of the show. I have been listening to all the old podcasts and was dying laughing about some of the stories ending the show.

    The story about the king air landing on the marijuana strip or the “hijacked” MD-87 or the F-4 pilot getting his family Jules crushed. I wish you guys would tell more stories at the end of the show again. more

    Apple Podcasts
    5
    GGeighy77
    United States2 months ago
  • It’s A Whole Thing 😆

    I can’t recommend this podcast highly enough to anyone who is or aspires to be a professional pilot. I’ve been listening for over 3 years.

    From industry updates to career advice to gear reviews and layover guides, it’s a great way to get plugged into the industry.

    Apple Podcasts
    5
    StevoG85
    United States3 months ago

Listeners Say

Key themes from listener reviews, highlighting what works and what could be improved about the show.

Many have highlighted the mix of industry insights and personal anecdotes that create an enjoyable listening experience.
However, a few critiques mention a preference for less personal commentary during episodes, suggesting a desire for a more focused approach.
Reviews indicate that the podcast is considered one of the best in the aviation niche, often recommended for those in the field or aspiring to enter it.
Listeners appreciate the engaging discussions and humor shared by the hosts, finding it a valuable resource for professional development in aviation.

Chart Rankings

How this podcast ranks in the Apple Podcasts, Spotify and YouTube charts.

Apple Podcasts
#14
United States/Leisure/Aviation
Apple Podcasts
#244
United States/Leisure
Apple Podcasts
#30
Canada/Leisure/Aviation
Apple Podcasts
#92
United Kingdom/Leisure/Aviation
Apple Podcasts
#18
Italy/Leisure/Aviation
Apple Podcasts
#48
Australia/Leisure/Aviation

Talking Points

Recent interactions between the hosts and their guests.

198. What Does "Stay Flexible" Actually Mean for Pilot Spouses?
Q: What should a pilot spouse consider if their partner is starting a new job?
The spouse should evaluate whether to keep their job or leave it for the pilot's career, considering the potential for commuting and how that impacts their quality of life and family dynamics.
198. What Does "Stay Flexible" Actually Mean for Pilot Spouses?
Q: What does it mean to stay flexible as a pilot spouse?
Staying flexible means adapting to the unpredictable schedule of the pilot, especially when it can vary significantly based on seniority and operational demands.
197. What's Changing with Airline Pilot Retirement in 2026?
Q: When should one engage a financial advisor during their pilot career?
When they find themselves earning a solid income, realize the stakes of financial decisions are higher, or their finances are unorganized, they should consider reaching out to a professional.
194. What Will Pilot Hiring Really Look Like in 2026?
Q: What factors should pilots consider when evaluating job offers?
Pilots need to assess not just the job offers but also the cultural fit and instability that could lead to higher rejection rates in interviews.
194. What Will Pilot Hiring Really Look Like in 2026?
Q: What is the current state of regional pilot hiring?
The discussion reveals that regional hiring is expected to surge, especially as major airlines ramp up hiring, benefiting those in the pipeline.

Audience Metrics

Listeners, social reach, demographics and more for this podcast.

Listeners per Episode
Gender Skew
Location
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Frequently Asked Questions About 21.FIVE

What is 21.FIVE about and what kind of topics does it cover?

The content caters specifically to professional pilots, presenting a diverse range of discussions that blend humor, personal anecdotes, and expert opinions. Common themes include the challenges and experiences faced by pilots in various sectors such as business aviation, airlines, and flight instruction. Episodes cover pivotal industry developments, financial planning for pilots, and personal stories that highlight the realities of an aviation career. Notably, the hosts frequently engage with industry experts, providing valuable insights on topics such as pilot hiring trends, compensation, and operational efficiencies. The podcast creatively balances entertainment with informational depth, making it appealing not just for current pilots, bu... more

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How many episodes of 21.FIVE are there?

21.FIVE launched 7 years ago and published 206 episodes to date. You can find more information about this podcast including rankings, audience demographics and engagement in our podcast database.

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What guests have appeared on 21.FIVE?

Recent guests on 21.FIVE include:

1. Juan Browne
2. Dan Boedigheimer
3. Brian Small
4. Tim Schoenauer
5. Captain Benny
6. Jenny Showalter
7. Jim Lara
8. Colonel Bushong

To view more recent guests and their details, simply upgrade your Rephonic account. You'll also get access to a typical guest profile to help you decide if the show is worth pitching.

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