21.FIVE - Professional Pilots Podcast

In this episode, Dylan and Max sit down with Kaity (aka Pilot Kaity) to explore her unconventional journey through light sport flight training. Kaity shares how she found a unique path that kept her out of debt and got her into the cockpit faster than most. Plus, Kaity drops some career advice on balancing cost-saving hacks with quality training.

Follow Kaity on Instagram | YouTube

Show Notes

0:00 Intro

6:30 Kaity's Background

16:01 Instructing Light Sport

22:32 Pilot Path Plans

37:46 Transition to PC-12 & Social Media

47:23 Kaity's Air Ambulance Story

Be sure to subscribe to 21Five's Youtube Channel to see our upcoming luggage review videos!

Connect with us on LinkedIn

Our sponsors:

Harvey Watt, offers the only true Loss of Medical License Insurance available to individuals and small groups. Because Harvey Watt manages most airlines' plans, they can assist you in identifying the right coverage to supplement your airline's plan. Many buy coverage to supplement the loss of retirement benefits while grounded. Visit harveywatt.com to learn more!

Advanced Aircrew Academy enables flight operations to fulfill their training needs in the most efficient and affordable way—anywhere, at any time. We do this by providing high-quality professional pilot, flight attendant, flight coordinator, maintenance, and line service training modules delivered via the web using a world-class online aviation training system. Visit aircrewacademy.com to learn more!

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

The AirComp Calculator™ 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 locations throughout the United States in seconds.

Do you have feedback, suggestions, or a great aviation story to share? Email us [email protected] Check out our Instagram feed @21FivePodcast for more great content and to see our collection of aviation license plates.

The statements made in this show are our own opinions and do not reflect, nor were they under any direction of any of our employers.

In this episode, Dylan shares his recent experience flying Southwest and reflects on the airline's unique in-flight culture. The guys also discuss the lessons from United's pilot strike and its impact on the industry as recounted in Hard Landing. The Mailbag includes a listener's take on sidestep maneuvers and the challenges of operational compliance. For Flight Advice, a listener asks whether it's better to go Fractional, Regional, or ULCC after flight instructing.

0:00 Intro

2:48 Southwest Shananigans

5:27 Max's Airplane Mission

11:42 Getting Random-ed

15:37 24-Hour B2 Sim

16:51 Woodchuck

18:49 Hard Landing Book Club: Chapter 10

37:32 Reviews

40:57 Mailbag

1:01:46 Flight Advice

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Be sure to subscribe to 21Five's Youtube Channel to see our upcoming luggage review videos!

Join us in supporting the Pilot Mental Health Campaign by making adonating. Listener Rick S will match 21.Five listeners donations up to $1000!

Connect with us on LinkedIn

Our sponsors:

Harvey Watt, offers the only true Loss of Medical License Insurance available to individuals and small groups. Because Harvey Watt manages most airlines' plans, they can assist you in identifying the right coverage to supplement your airline's plan. Many buy coverage to supplement the loss of retirement benefits while grounded. Visit harveywatt.com to learn more!

Advanced Aircrew Academy enables flight operations to fulfill their training needs in the most efficient and affordable way—anywhere, at any time. We do this by providing high-quality professional pilot, flight attendant, flight coordinator, maintenance, and line service training modules delivered via the web using a world-class online aviation training system. Visit aircrewacademy.com to learn more!

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

The AirComp Calculator™ 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 locations throughout the United States in seconds.

Do you have feedback, suggestions, or a great aviation story to share? Email us [email protected] Check out our Instagram feed @21FivePodcast for more great content and to see our collection of aviation license plates.

The statements made in this show are our own opinions and do not reflect, nor were they under any direction of any of our employers.

In this episode, Dylan and Max welcome back career expert James Onieal from Raven Career Development to discuss the state of the aviation industry and how pilots can navigate these turbulent times. From ULCC pilots feeling stuck to legacies that aren't hiring as quickly, James dives deep into how pilots can strategize their next move. If you're wondering whether it's time to jump ship or stay put, this episode is for you.

Get in touch with James Onieal (and tell him you heard him on the 21Five Show!)

Show Notes

0:00 Intro

1:16 Listener Email: Allegiant Pilot

15:06 Stagnation & Backward Movement

32:35 Resumes & Rejections

37:41 Training Failures

Get in touch with James Onieal (and tell him you heard him on the 21Five Show!)

Be sure to subscribe to 21Five's Youtube Channel to see our luggage review videos!

Join us in supporting the Pilot Mental Health Campaign by making adonating. Listener Rick S will match 21.Five listeners donations up to $1000!

Connect with us on LinkedIn

Our sponsors:

Harvey Watt, offers the only true Loss of Medical License Insurance available to individuals and small groups. Because Harvey Watt manages most airlines' plans, they can assist you in identifying the right coverage to supplement your airline's plan. Many buy coverage to supplement the loss of retirement benefits while grounded. Visit harveywatt.com to learn more!

Advanced Aircrew Academy enables flight operations to fulfill their training needs in the most efficient and affordable way—anywhere, at any time. We do this by providing high-quality professional pilot, flight attendant, flight coordinator, maintenance, and line service training modules delivered via the web using a world-class online aviation training system. Visit aircrewacademy.com to learn more!

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

The AirComp Calculator™ 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 locations throughout the United States in seconds.

Do you have feedback, suggestions, or a great aviation story to share? Email us [email protected] Check out our Instagram feed @21FivePodcast for more great content and to see our collection of aviation license plates.

The statements made in this show are our own opinions and do not reflect, nor were they under any direction of any of our employers.

Dylan and Max reflect on the surprising amount of time pilots spend together, from shared meals to long-haul convos in the cockpit. We cover Chapter 9 of Hard Landing in the book club. A listener writes in about a vibrating seat mystery on a recent 787 flight. And in Flight Advice, the hosts help a commuting pilot navigate the unwritten rules of jump seat etiquette, offering tips on how to avoid awkward situations while traveling in uniform.

Show Notes

0:00 Intro

8:03 Story Time with Max

22:34 Hard Landing Book Club: Chapter 9

37:50 Listener Reviews

41:22 Mailbag: Vibrating Seats, Saving 500 Hours

1:01:21 Flight Advice: Jump Seat Etiquette

-

Be sure to subscribe to 21Five's Youtube Channel to see our upcoming luggage review videos!

Join us in supporting the Pilot Mental Health Campaign by making adonating. Listener Rick S will match 21.Five listeners donations up to $1000!

Connect with us on LinkedIn

Our sponsors:

Harvey Watt, offers the only true Loss of Medical License Insurance available to individuals and small groups. Because Harvey Watt manages most airlines' plans, they can assist you in identifying the right coverage to supplement your airline's plan. Many buy coverage to supplement the loss of retirement benefits while grounded. Visit harveywatt.com to learn more!

Advanced Aircrew Academy enables flight operations to fulfill their training needs in the most efficient and affordable way—anywhere, at any time. We do this by providing high-quality professional pilot, flight attendant, flight coordinator, maintenance, and line service training modules delivered via the web using a world-class online aviation training system. Visit aircrewacademy.com to learn more!

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

The AirComp Calculator™ 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 locations throughout the United States in seconds.

Do you have feedback, suggestions, or a great aviation story to share? Email us [email protected] Check out our Instagram feed @21FivePodcast for more great content and to see our collection of aviation license plates.

The statements made in this show are our own opinions and do not reflect, nor were they under any direction of any of our employers.

In this episode, Dylan and Max sit down with Casey Murray, President of the Southwest Airlines Pilots Association (SWAPA), to discuss the challenges and triumphs of leading 10,000 pilots. From contract negotiations to managing pilot expectations, Casey sheds light on what it takes to keep a union strong and independent. Plus, we dive into the flexibility pilots enjoy at Southwest and what's next for the airline.

Show Notes

0:00 Intro

2:12 Union Basics

10:26 Professional Standards & Negotiations

26:56 Contract Cycle & Ending Negotiations

41:05 Pilot Flexibility & Looking Ahead

54:58 Unpredictability and Industry Advice

-

Be sure to subscribe to 21Five's Youtube Channel to see our upcoming luggage review videos!

Join us in supporting the Pilot Mental Health Campaign by making adonating. Listener Rick S will match 21.Five listeners donations up to $1000!

Connect with us on LinkedIn

Our sponsors:

Harvey Watt, offers the only true Loss of Medical License Insurance available to individuals and small groups. Because Harvey Watt manages most airlines' plans, they can assist you in identifying the right coverage to supplement your airline's plan. Many buy coverage to supplement the loss of retirement benefits while grounded. Visit harveywatt.com to learn more!

Advanced Aircrew Academy enables flight operations to fulfill their training needs in the most efficient and affordable way—anywhere, at any time. We do this by providing high-quality professional pilot, flight attendant, flight coordinator, maintenance, and line service training modules delivered via the web using a world-class online aviation training system. Visit aircrewacademy.com to learn more!

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

The AirComp Calculator™ 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 locations throughout the United States in seconds.

Do you have feedback, suggestions, or a great aviation story to share? Email us [email protected] Check out our Instagram feed @21FivePodcast for more great content and to see our collection of aviation license plates.

The statements made in this show are our own opinions and do not reflect, nor were they under any direction of any of our employers.

In this episode, Dylan and Max dive into the surprising results from the 2024 AIN product survey, revealing a major shake-up in aircraft rankings—Bombardier is on top, while Gulfstream slips. The mailbag features a listener sharing their experiences with tricky aircraft maintenance, sparking a hilarious yet insightful discussion on handling service centers.

In the Flight Advice segment, Dylan and Max advise a low-time CFI feeling overwhelmed by professional pilot knowledge. They suggest starting with basics like turbine engine systems and crew resource management, reassuring them that it's normal to feel this way early in their career.

Embraer 175 Systems Course on YouTube

Everything Explained for the Professional Pilot

Show Notes

0:00 Intro & Story Time with Max

13:40 Dream Airplane

18:13 Hard Landing Book Club: Chapter 8

29:12 Reviews

35:12 Mailbag

57:12 Flight Advice

-

Be sure to subscribe to 21Five's Youtube Channel to see our upcoming luggage review videos!

Join us in supporting the Pilot Mental Health Campaign by making adonating. Listener Rick S will match 21.Five listeners donations up to $1000!

Connect with us on LinkedIn

Our sponsors:

Harvey Watt, offers the only true Loss of Medical License Insurance available to individuals and small groups. Because Harvey Watt manages most airlines' plans, they can assist you in identifying the right coverage to supplement your airline's plan. Many buy coverage to supplement the loss of retirement benefits while grounded. Visit harveywatt.com to learn more!

Advanced Aircrew Academy enables flight operations to fulfill their training needs in the most efficient and affordable way—anywhere, at any time. We do this by providing high-quality professional pilot, flight attendant, flight coordinator, maintenance, and line service training modules delivered via the web using a world-class online aviation training system. Visit aircrewacademy.com to learn more!

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

The AirComp Calculator™ 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 locations throughout the United States in seconds.

Do you have feedback, suggestions, or a great aviation story to share? Email us [email protected] Check out our Instagram feed @21FivePodcast for more great content and to see our collection of aviation license plates.

The statements made in this show are our own opinions and do not reflect, nor were they under any direction of any of our employers.

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 Notes

0:00 Intro

3:08 Handling Election Years

9:17 Unexpected Stalls & Other Situations

18:23 Bonuses

23:26 Discretionary Income

29:36 OBAP

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

Be sure to subscribe to 21Five's Youtube Channel to see our luggage review videos!

Join us in supporting the Pilot Mental Health Campaign by making adonating. Listener Rick S will match 21.Five listeners donations up to $1000!

Connect with us on LinkedIn

Our sponsors:

Harvey Watt, offers the only true Loss of Medical License Insurance available to individuals and small groups. Because Harvey Watt manages most airlines' plans, they can assist you in identifying the right coverage to supplement your airline's plan. Many buy coverage to supplement the loss of retirement benefits while grounded. Visit harveywatt.com to learn more!

Advanced Aircrew Academy enables flight operations to fulfill their training needs in the most efficient and affordable way—anywhere, at any time. We do this by providing high-quality professional pilot, flight attendant, flight coordinator, maintenance, and line service training modules delivered via the web using a world-class online aviation training system. Visit aircrewacademy.com to learn more!

The AirComp Calculator™ 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 locations throughout the United States in seconds.

Do you have feedback, suggestions, or a great aviation story to share? Email us [email protected] Check out our Instagram feed @21FivePodcast for more great content and to see our collection of aviation license plates.

The statements made in this show are our own opinions and do not reflect, nor were they under any direction of any of our employers.

They guys catch up on their latest adventures. Book Club: Hard Landing Chapter 7. In this episode's mailbag, they discuss listener feedback on braking roll-aboards and tough non-rev adventures. Finally, in Flight Advice, they dig into the dilemma of choosing between a tough commute at a struggling ULCC or trying out the cargo life, all while aiming for that elusive legacy carrier job.

Show Notes

0:00 Intro & Story Time with Max

16:29 Hard Landing Book Club: Chapter 7

27:10 Reviews

29:45 Mailbag

41:16 Flight Advice

-

Be sure to subscribe to 21Five's Youtube Channel to see our upcoming luggage review videos!

Join us in supporting the Pilot Mental Health Campaign by making adonating. Listener Rick S will match 21.Five listeners donations up to $1000!

Connect with us on LinkedIn

Our sponsors:

Harvey Watt, offers the only true Loss of Medical License Insurance available to individuals and small groups. Because Harvey Watt manages most airlines' plans, they can assist you in identifying the right coverage to supplement your airline's plan. Many buy coverage to supplement the loss of retirement benefits while grounded. Visit harveywatt.com to learn more!

Advanced Aircrew Academy enables flight operations to fulfill their training needs in the most efficient and affordable way—anywhere, at any time. We do this by providing high-quality professional pilot, flight attendant, flight coordinator, maintenance, and line service training modules delivered via the web using a world-class online aviation training system. Visit aircrewacademy.com to learn more!

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

The AirComp Calculator™ 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 locations throughout the United States in seconds.

Do you have feedback, suggestions, or a great aviation story to share? Email us [email protected] Check out our Instagram feed @21FivePodcast for more great content and to see our collection of aviation license plates.

The statements made in this show are our own opinions and do not reflect, nor were they under any direction of any of our employers.

In this episode, Dylan and Max are joined by Greg from Advanced Air Crew Academy to discuss the latest updates in international operations. They dive into changes in oceanic clearance procedures, the impact of GPS spoofing, and essential tips for flying internationally.

Check out Advanced Aircrew Academy's International Training Modules.

OpsGroup GPS Spoofing Working Group

Show Notes

0:00 Intro

3:46 International Clearance Procedures

11:51 GPS Spoofing

20:27 Electronic Plotting & SAFA Inspections

28:59 Mexico, Canada, and More

37:47 Greg's Funny Story

Be sure to subscribe to 21Five's Youtube Channel to see our luggage review videos!

Connect with us on LinkedIn

Our sponsors:

Harvey Watt, offers the only true Loss of Medical License Insurance available to individuals and small groups. Because Harvey Watt manages most airlines' plans, they can assist you in identifying the right coverage to supplement your airline's plan. Many buy coverage to supplement the loss of retirement benefits while grounded. Visit harveywatt.com to learn more!

Advanced Aircrew Academy enables flight operations to fulfill their training needs in the most efficient and affordable way—anywhere, at any time. We do this by providing high-quality professional pilot, flight attendant, flight coordinator, maintenance, and line service training modules delivered via the web using a world-class online aviation training system. Visit aircrewacademy.com to learn more!

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

The AirComp Calculator™ 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 locations throughout the United States in seconds.

Do you have feedback, suggestions, or a great aviation story to share? Email us [email protected] Check out our Instagram feed @21FivePodcast for more great content and to see our collection of aviation license plates.

The statements made in this show are our own opinions and do not reflect, nor were they under any direction of any of our employers.

In this episode, Dylan and Max dive into the bizarre trend of passengers "raw dogging" flights and wonder what the pilot equivalent would be. Then the guys dive into Chapter 6 of Hard Landing. The Mailbag segment features listener reviews and heartfelt stories, while Flight Advice tackles a career decision about flying the 747 versus staying at a regional airline.

Show Notes

0:00 Intro & Raw Dogging Flights

10:59 Hard Landing Book Club: Chapter 6

23:50 Reviews and Comments

26:04 Mailbag & Furlough Flute Remix

41:42 Flight Advice

-

Be sure to subscribe to 21Five's Youtube Channel to see our upcoming luggage review videos!

Join us in supporting the Pilot Mental Health Campaign by making adonating. Listener Rick S will match 21.Five listeners donations up to $1000!

Connect with us on LinkedIn

Our sponsors:

Harvey Watt, offers the only true Loss of Medical License Insurance available to individuals and small groups. Because Harvey Watt manages most airlines' plans, they can assist you in identifying the right coverage to supplement your airline's plan. Many buy coverage to supplement the loss of retirement benefits while grounded. Visit harveywatt.com to learn more!

Advanced Aircrew Academy enables flight operations to fulfill their training needs in the most efficient and affordable way—anywhere, at any time. We do this by providing high-quality professional pilot, flight attendant, flight coordinator, maintenance, and line service training modules delivered via the web using a world-class online aviation training system. Visit aircrewacademy.com to learn more!

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

The AirComp Calculator™ 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 locations throughout the United States in seconds.

Do you have feedback, suggestions, or a great aviation story to share? Email us [email protected] Check out our Instagram feed @21FivePodcast for more great content and to see our collection of aviation license plates.

The statements made in this show are our own opinions and do not reflect, nor were they under any direction of any of our employers.