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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,

leisure aviation

All Episodes

01:26:35

163. Should You Panic or Prep? James Onieal Breaks It...

21.FIVE - Professional Pilots Podcast ·

2025/04/01

In this episode, Dylan and Max sit down with James Onieal, founder of Raven Career Development, to discuss the current state of pilot hiring and effective strategies for advancing your aviation career. James shares his journey from the cockpit to career coaching, offering invaluable insights for pilots navigating today's job market. Tune in for a candid conversation filled with practical advice and a few laughs along the way. Book your session with James Onieal Hide your mailing address on the FAA

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01:03:24

159. Is Aviation Insurance Finally Getting Cheaper?...

21.FIVE - Professional Pilots Podcast ·

2025/03/04

Aviation insurance guru Tom Hauge from Wings Insurance is back, and this time, he’s got good news! After years of skyrocketing premiums, the insurance market is finally softening—meaning lower rates and fewer headaches for pilots and operators. Tom breaks down why this is happening, how you can take advantage of it, and what mistakes to avoid when renewing your policy. We also dig into contract pilot coverage, the risks of bush planes, and which aircraft are nightmares to insure. If you own or fly

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01:09:04

157. What’s It Really Like Flying the 787...

21.FIVE - Professional Pilots Podcast ·

2025/02/12

Back by popular demand, our favorite widebody-wielding, sleep-deprived, jetlag-conquering airline pilot—Ted—returns! This time, we’re diving deep into the reality of long-haul flying on the Boeing 787. Ted breaks down the pros and cons of international schedules, surviving crew rest, navigating time zone chaos, and why he’s officially done making PAs. Plus, we tackle the never-ending debate: Is international flying the best move for airline pilots? Grab a Tiger beer and join us for some

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01:22:36

156. Does an A&P Give You a Leg Up in Business Aviation?

21.FIVE - Professional Pilots Podcast ·

2025/02/04

Dylan and Max kick things off with a deep dive into the real debates that matter—hotel chain allegiances and the latest pilot hangout in Dallas. Max shares the chaos of nearly missing the birth of his child, a wild Honda Jet radio exchange, and an unexpected submarine sighting. The mailbag is packed with a debate on whether international flying is actually more fatiguing than domestic, a career transition question from an A&P mechanic turned pilot, and a listener with an incredible connection to

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01:14:00

154. Could You Survive 100 Days in a Falcon 2000?

21.FIVE - Professional Pilots Podcast ·

2025/01/21

Dylan and Max dive into Mr. Beast's bizarre aviation challenge: could you live on a Falcon 2000 for 100 days? The mailbag is overflowing with listener emails about infrared deicing, regional bases, and crazy career pivots. We also revisit the airline consolidation saga in the Hard Landing book club segment and discuss its lasting impact on the industry. Flight Advice wraps up with an ambitious 18 year old looking for career guidance. Show Notes 0:00 Intro 2:09 Mr. Beast’s Pilot Challenge 17:05 Hard

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01:16:50

150. Flight Advice Fiesta!

21.FIVE - Professional Pilots Podcast ·

2024/12/10

In this episode, Dylan and Max dive into the world of pilot tech toys, debating the merits of the Meta Smart Glasses for aviation and everyday life. The mailbag overflows with emails about flying for passion versus practicality, dealing with unexpected VIP TFRs, and updates from listeners taking unique paths in their aviation careers. Finally, the Flight Advice Fiesta tackles navigating military-to-bizav transitions and making career decisions that align with long-term goals. Show Notes 0:00 Meta

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57:38

147. Can Strong Leadership Save Your Flight Department?

21.FIVE - Professional Pilots Podcast ·

2024/11/19

In this episode, Dylan and Max sit down with Jim Lara of Gray Stone Advisors and Jenny Showalter of Showalter Business Aviation Career Coaching to explore the critical role of leadership in business aviation. They unpack why many flight departments are at risk and how strong leadership can be the difference between thriving or shutting down. From empowering the next generation to navigating small flight departments, Jim and Jenny offer actionable insights for pilots and aviation pros alike. Jenny

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54:16

146. Flying for the Regional vs. Flying for the...

21.FIVE - Professional Pilots Podcast ·

2024/11/13

Dylan and Max jump right into Max’s “notes,” sharing stories of unique ATC run-ins, surprising speed regulations, and the challenges of keeping a safe cockpit. In the mailbag, listeners chime in on airline pilot influencers and the unique journey of buying an airplane for time-building. Finally, the Flight Advice segment tackles a tough choice: a new regional pilot gig versus a unique CBP opportunity. Plus, some updates from our aviation-themed book club and tips for maintaining CRM in small flight

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49:25

145. How Much Should You Really Be Earning? Salary...

21.FIVE - Professional Pilots Podcast ·

2024/11/05

Dr. Broyhill joins us for an in-depth look at the latest pilot compensation data and the shifting landscape of aviation salaries. From surprising increases in maintenance roles to the impacts of training backlogs, we dig into what’s driving today’s pay rates. Plus, we discuss retention tactics, leadership lessons, and how to assess a job offer beyond just the dollar signs. A must-listen for any pilot navigating today’s job market! Employee Compensation Software That Answers "What's the Going Rate?"

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37:27

137. What Should Pilots Do with Election-Year Market...

21.FIVE - Professional Pilots Podcast ·

2024/09/03

In this episode, Dylan and Max sit down with financial guru Timothy P. Pope to navigate the complexities of financial planning for pilots. From managing retirement funds during an election year to deciding whether to pay back a hefty retention bonus, Tim offers sage advice tailored to the unique needs of aviation professionals. If you've ever wondered how to make the most of your airline's financial programs or whether to stay the course in a volatile market, this episode is a must-listen. Show

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01:08:50

133. Should You Sign an Airline Training Contract?

21.FIVE - Professional Pilots Podcast ·

2024/07/09

In this episode, Dylan and Max dive deep into the topic of airline training contracts with industry expert James Onieal from Raven Careers. They explore the pros and cons, legal considerations, and long-term career impacts of signing such agreements. Whether you're a Gen Z pilot or a seasoned aviator, this discussion will help you make an informed decision. Plus Flight Advice with James: Should a 5 year SWA pilot leave for UAL? Get in touch with James Onieal (and tell him you heard him on the 21Five

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51:35

131. What is the Pilot's role in an Aircraft...

21.FIVE - Professional Pilots Podcast ·

2024/06/11

In this episode, we welcome back Brooks Pettit, an expert in aircraft transactions with Vaerus Jet Sales. Brooks shares his insights on the ongoing debate between the Challenger 350 and the G280. He provides a balanced view, discussing the advantages and disadvantages of both jets from an operational and ownership perspective. We also delve into the current state of the pre-owned business jet market, with Brooks offering valuable advice for potential buyers and sellers. Plus, hear Brooks' thoughts

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01:18:44

130. Should You Take a Once-in-a-Lifetime Flying...

21.FIVE - Professional Pilots Podcast ·

2024/06/04

Dylan and Max delve into the unexpected challenges of flying during the Cicada Fiasco of 2024, sharing firsthand accounts and tips for dealing with these pesky insects. They then transition to a deep dive into the history and impact of airline deregulation, discussing how it has shaped the modern aviation industry and what it means for today's pilots. Listener emails spark lively discussions on pilot shirt preferences and the ongoing debate between long sleeve and short sleeve uniforms, while the

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01:00:02

128. Luggage Reviews, Mailbag Revelations, and...

21.FIVE - Professional Pilots Podcast ·

2024/05/21

The guys kick the show off with their latest piston engine adventures. Then they dive into the luggage review video series and discuss listeners' feedback. Hard Landing chapter 3 is discussed in the book club segment. In the mailbag we continue the discussion on AI and how pilot shirts should fit. We have a good one for flight advice...how do I leave my high paying job to go fly full time? To wrap up the show Dylan goes on a Hilton vs. Marriott rant. Show Notes 0:00 Intro & Maneuvers 8:13 Luggage

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01:12:08

127. How can I get airline like benefits as a BizAv...

21.FIVE - Professional Pilots Podcast ·

2024/05/14

Dylan and Max are joined by Whitney Bohac and Dave Retnam, co-founders of Crewise, a company designed to bring airline-style HR and support services to business aviation. Whitney and Dave, both with extensive backgrounds at Southwest Airlines, discuss the genesis and mission of Crewise, emphasizing the need for robust support systems in business aviation similar to those available in commercial airlines. They cover various services provided by Crewise, including professional standards, conflict

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01:01:50

126. Mailbag Insights: Listener Stories & Flying...

21.FIVE - Professional Pilots Podcast ·

2024/05/07

Max recounts the complications following his seemingly routine knee surgery, underscoring the precarious nature of pilot health and the implications on flying careers. We cover chapter 2 of Hard Landing for the book club segment plus an actual hard landing of a 747 at LAX. Mailbag: Luggage Review Update, Allegiant Pilot Perspective, and life of a fractional pilot. Flight Advice: Junior FO at Spririt wonders if he should stay or go? Show Notes 0:00 Intro 2:01 Max’s Torn Meniscus 12:23 Book Club: Hard

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48:44

125. How will AI propel what’s next in Business...

21.FIVE - Professional Pilots Podcast ·

2024/04/30

Dylan and Max engage in a lively conversation with Neil Everett Capano, an advisor in aviation AI, discussing the future of artificial intelligence in aviation. Neil highlights AI's potential to revolutionize backend operations for management companies and flight departments, rather than controlling actual flights. They explore the implications of AI in aviation, from reducing crew scheduling challenges to improving maintenance predictions, emphasizing that while AI may not yet be perfect, it

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53:05

124. How Much Turbine Time Do You Really Need?...

21.FIVE - Professional Pilots Podcast ·

2024/04/23

The guys dive into the intricacies and amusing challenges of aircraft lighting protocols. They humorously recount instances of "light shaming". We discuss chapter one of Hard Landing for the book club. In the mailbag segment topics range from the importance of different types of flying experience, to the impact of personal decisions and career changes post-furloughs. They highlight stories from pilots who have navigated the challenges of layoffs, transitions between airlines, and shifts into

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01:13:45

122. Straight Talk with Ted: Flying the Widebodies

21.FIVE - Professional Pilots Podcast ·

2024/04/09

They guys check in with their college buddy Ted to get the real story on what it's like to fly the 787. Plus: Mailbag and Flight Advice Show Notes 0:00 Intro & Updates 7:53 Hard Landing Book Club 14:29 Straight Talk With Ted 23:19 Trip Scheduling & Crew Positions 44:49 Listener Reviews 48:21 Mailbag: Audio / Non Rev / 141 Program / Tim Pope 1:02:45 Flight Advice: Pilot Job Regardless of Salary Hard Landing: The Epic Contest for Power and Profits That Plunged the Airlines into Chaos by Thomas

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36:28

121. How do I navigate the significant financial...

21.FIVE - Professional Pilots Podcast ·

2024/04/02

Timothy P. Pope, CFP, joins the guys to discuss the significant financial implications of the new Southwest Airlines contract for pilots, focusing on pay raises, bonuses, and enhanced retirement contributions. Pope emphasizes strategic financial planning to navigate these changes, including tax considerations and the benefits of market-based cash balance plans. The conversation highlights Tim's expertise in financial planning for pilots, offering practical advice for maximizing financial well-being

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159 results

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