128. Luggage Reviews, Mailbag Revelations, and Life-Changing Flight Advice
21.FIVE - Professional Pilots Podcast
Release Date: 05/21/2024
167. What Happens When the Market and Your Airline Career Both Stall?
21.FIVE - Professional Pilots Podcast
Tim Pope returns to the 21.Five cockpit with a fresh instrument rating and a new venture—360 Aviation Advisors. He breaks down Q1’s market turbulence, political biases in financial behavior, and how pilots can prep for leaner flying days. Plus, Dylan and Max dive into “Captain Lifestyle Syndrome” and how to navigate financial FOMO with some flight advice. Show Notes 0:00 Intro 6:20 Updates and Q1 15:03 Planning For The Next 6-12 Months 20:53 Airline Slowdowns 33:31 Flight Advice: Realistic Pilot Life Be sure to subscribe to to see our luggage review videos! Our sponsors:...
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166. Why Aren’t More Pilots Talking About Healthspan?
21.FIVE - Professional Pilots Podcast
This episode kicks off with Dylan and Max diving into pilot health: UV exposure, compression socks, and the harsh truth about retirement and quality of life. In the Mailbag, listeners share wild MU-2 stories, dream trips, and thoughts on skipping the CFI route. The Flight Advice segment checks in with a second-career pilot trying to break into corporate aviation, revealing how timing, networking, and persistence are the real flight plan to success. This one’s for anyone trying to stay in the air—and out of the ER. Show Notes 0:00 Intro & Updates 4:33 Max’s Musings 16:38 Pilot Health...
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165. Should You Really Jump Ship for 15 Grand More?
21.FIVE - Professional Pilots Podcast
Dr. Chris Broyhill is back with updates on pilot compensation, market shifts in 2025, and a sneak peek at his upcoming leadership book for bizav professionals. We dig into the real value of the AirComp Calculator, how to use salary data without tanking your next negotiation, and what separates the professionals from the job-hoppers. Plus, Dr. Broyhill drops some spicy takes on military-to-civilian leadership advice. 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...
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164. How Do You Network in Aviation If You're an Introvert?
21.FIVE - Professional Pilots Podcast
Dylan and Max kick things off with stories of Cub flights and musing about GLS approaches and Starlink’s newest data plans. The Mailbag’s international flair includes a heartfelt message from a UK pilot and some simmering debate on career paths and sim setups. Flight Advice dives into the looming specter of single-pilot airline operations and how to future-proof your career (hint: maybe dust off that CAD software). Plus, the guys grapple with networking challenges for introverts in aviation. Show Notes 0:00 Updates: Cub, Starlink, GLS Approaches 21:14 Reviews & Comments 25:01 Mailbag:...
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163. Should You Panic or Prep? James Onieal Breaks It Down
21.FIVE - Professional Pilots Podcast
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. Show Notes 6:59 Updates: Softening Market 14:19 Expectations: Majors & Regionals 24:30 Competitive Minimums 39:03 Failed Checkrides 1:00:29 Flight Advice:...
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162. Can You Really Plan for an Unplannable Career?
21.FIVE - Professional Pilots Podcast
Max shares a wild story involving VFR ops in a jet and a last-minute divert to Deer Valley when Scottsdale Tower ghosted them. We cover the final chapter of Hard Landing in the book club and reflect on takeaways from the book. In the mailbag, we talk about MU-2s doing angel work, the A&P to pilot career path, and the latest 737 LRD drama. Flight Advice: Should I keep my survey job or finish my CFI? Oh, and we may have created a secret pilot Freemason society while we were at it. More info on the Cargo Cat Pilots Podcast Show Notes 1:21 Max’s Musings: Cutting the Line 12:48 Starlink...
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161. Is This the Craziest Warbird Recovery Attempt Ever?
21.FIVE - Professional Pilots Podcast
In 1995, a team of aviation cowboys set out on a mission that sounds too crazy to be real: fly a WWII B-29 bomber out of the Arctic after 50 years of abandonment. But as guest Vernon Rich tells us, things did not go as planned. From rigging up fuel pumps with trash equipment to landing a Caribou with propane-inflated tires, this story has it all—engineering ingenuity, brutal cold, and a heartbreaking ending. Strap in for one of the wildest aircraft recovery stories ever attempted. Contact Vernon Rich / Rich Precision Faborication 623.308.1173 / [email protected] Show Notes 0:00 Intro...
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160. Want to Fly Biz Jets After Airline Retirement? Here’s the Reality
21.FIVE - Professional Pilots Podcast
Dylan and Max kick things off with a deep dive into airline wifi, airport food inflation, and Dylan’s latest experiment—testing the Starlink Mini in the cockpit. Max recounts his wild adventure ferrying a Carbon Cub across the country (spoiler: electrical gremlins strike). The mailbag is packed with listener updates and career insights, while Flight Advice gets spicy with a retired airline pilot looking to pick up business jet contract work. Spoiler: It’s not as easy as he thinks. Show Notes 0:00 Intro & Starlink 7:48 Carbon Cub Adventure 20:00 Shoutouts 23:48 Hard Landing Book Club:...
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159. Is Aviation Insurance Finally Getting Cheaper? w/ Tom Hauge
21.FIVE - Professional Pilots Podcast
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 an airplane, you need to hear this one! | Show Notes 0:00 Intro 2:47 Current Premiums &...
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158. What’s Going on with All These Aviation Accidents?
21.FIVE - Professional Pilots Podcast
Dylan and Max return after a wild week filled with airline rumors, aviation history, and some sobering accident reports. They break down the bizarre (and quickly debunked) Southwest-JetBlue merger rumor and share their experience chasing the final landing of the last Martin Mars flying boat. The guys also discuss the recent streak of high-profile aviation accidents and their impact on the industry. Hard Landing Book Club Chapter 17: United searches for a new CEO. In the Flight Advice segment, a retiring police officer wants to make the jump to professional flying—what’s the best path...
info_outlineThe 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 Review
15:15 Hard Landing Book Club: Chapter 3
25:30 Listener Reviews
28:03 Mailbag: Uniforms and AI
44:40 Flight Advice
55:41 Hilton v Marriott
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Tim Pope is a CERTIFIED FINANCIAL PLANNER™ and a pilot. His financial planning practice provides services to aviation professionals and aviation 401k plans. Tim helps clients pursue their financial goals by defining them, organizing & optimizing resources, planning, implementing, and monitoring their financial plan. Visit https://link.21fivepodcast.com/timothy-pope to learn more. Check out Tim's new podcast: The Pilot Money Podcast
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