21.FIVE - Professional Pilots Podcast artwork

Aviation · 21Five Podcast

21.FIVE - Professional Pilots Podcast

by 21Five 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, or anywhere in between, you'll love our fresh and often funny take on all things aviation. Come find us online at 21fivepodcast.com and connect with us via Insta/Facebook/Twitter: @21fivepodcast

Latest episodes

Showing 20 · updated from the feed

224. Is a Global 6500 Type Rating Worth Two More Years in the Military?

#49 trending · Aviation

Dylan recovers from the orthopedic nightmare of flying Frontier, while Max discovers the ultimate FO jackpot: getting paired with a check airman and paid to stay home. Th

Oct 20
1 h 02 min

223. What Do Aircraft Mechanics Wish Pilots Understood?

Doug Taylor, Co-Founder and CEO of Avtopia, joins Dylan and Max to pull back the curtain on aircraft maintenance, AOG headaches, and what mechanics wish pilots understood

Oct 13
1 h 38 min

222. Are Your Pilot Logbooks Ready for the Next Job?

Max goes back to basics in recurrent training, Ted checks in from his increasingly fortified garage, and the guys dig into the FAA's move away from single-pilot exemption

Oct 6
1 h 07 min

221. Are You Leaving Money on the Table Before Year-End?

Tim Pope of 360 Aviation Advisors joins Dylan and Max to talk open enrollment, year-end financial planning, and one of the biggest career decisions pilots eventually face

Sep 29
45 min

220. How Much Adventure Can You Fit Into One Flying Week?

This week we ditch the usual format and go full storytime, starting with Max's annual Idaho backcountry mission involving Cub flying, pack rafts, mechanical drama, questi

Sep 22
1 h 05 min

219. Why Is the Business Jet Market So Tight Right Now?

Brooks Pettit of Vaerus Jet Sales joins Dylan and Max to break down what is really happening in the business aircraft market. For professional pilots and flight departmen

Sep 8
1 h 01 min

218. Can You Trust a Pilot on the Road?

Max checks in from a musty Missouri hotel while earning his Light Sport Repairman certificate, and the guys detour through GA maintenance, Starbase, RTA wizardry, and the

Sep 1
1 h 15 min

217. Constant Peg: America's Secret MiG Operation

Rob Zettel joins Dylan and Max to tell the story of flying MiG-21s and MiG-23s with the USAF's secretive Red Eagles under the Constant Peg program. For professional pilot

Aug 25
1 h 27 min

216. What Don't Professional Pilots Know About Owning a Small Airplane?

Max gets wrecked by a closed mariscos truck, discovers there are still 727 flight engineers in the wild, and goes full test-pilot mode in his Cub after finding Bush Air's

Aug 18
1 h 01 min

215. Are You Pushing Your Pilot Career Too Hard?

James Onieal of Raven Careers returns to break down the current pilot hiring market across the majors, regionals, cargo operators, fractionals, and cadet programs. He exp

Aug 11
1 h 02 min

214. Should You Stay for Turbine PIC or Jump to a Regional?

Dylan and Max return from aggressively vacationing with biplane rides, glacier dog sledding, Telluride approaches, and a real single-engine checkride landing at Prescott.

Aug 4
57 min

213. Are Bizav Pilot Salaries Still Climbing?

Dr. Chris Broyhill returns to talk AirComp Calculator data, pilot compensation trends, and why business aviation leadership still needs some recurrent training. For profe

Jul 7
56 min

212. Would You Trade Seniority for Better Stories?

Summer scheduling chaos is in full swing as Dylan and Max talk vacation bidding wizardry, Teterboro's RNAV to Runway 1, NDB war stories, New York hotel-room misery, and a

Jun 9
55 min

211. When Does Paying for Training Actually Make Sense?

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 fo

Jun 2
1 h 20 min

210. What Should Pilots Do When the Paycheck Stops?

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,

May 19
37 min

209. Should You Trade Quality of Life for Airline Seniority?

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

May 13
1 h 02 min

208. How Should Pilots Compete After Spirit's Shutdown?

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

May 5
59 min

207. Would You Sign a Five-Year Non-Prorated Training Contract?

Max recaps a wild GA camping trip involving gale-force winds and a midnight arboreal emergency, while Dylan discusses the "superpower" of vibe-coding your own aviation to

Apr 28
58 min

206. Is your leadership style actually just manipulation?

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

Apr 21
1 h 08 min

205. Is Airport Parking the Worst Part of Being an Airline Pilot?

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 mi

Apr 14
56 min

Chart trend

Position in the Aviation chart (US), last 90 days.

#2
all-time peak
44
days in the top 3 since Nov 2024

Chart positions

Where 21.FIVE - Professional Pilots Podcast ranks today in each Apple Podcasts chart (US, Nov 1, 2026).

#8 — Aviation US
#159 ▲ 15 Leisure US

What listeners say

A curated, balanced selection of Apple Podcasts reviews.

Long time listener, I found the podcast 4 or 5 years ago when I was brand new to aviation and the range of content has helped me pass the days while I manage a repair station and dream of the next steps. Your interview with Roger Reeves, Seth Lake and all the diamond dogs help show there is much more to aviation and always something to learn. While other may say that Max’s musing aren’t what they came here for I appreciate that both of you continue to enjoy GA and that flying is more than what you do. Keep up the good work, hope to see you at NBAA sometime.

GiddyHupp · Oct 2026

I finally decided to give a long overdue review. I have listened to you guys for the last three years. I have to blame you two for adding fuel to the fire. I have always said I just wanted to go to the airlines but hearing both side of flying I’m now interested in business as well. Your banter between the two of you reminds me of sitting around the fire station’s kitchen. I feel like you guys are my distant beer drinking buddies. I look forward to the next episode as soon as the slapping music play. Ted is always a treat to have on the show. He needs to drop in more often. This show is my “hype man” as I head to the airport and embark my journey sitting in a clapped out trainer and loving every minute. Beyond thrilled I actually have a job building hrs and getting closer to my dream of flying a jet. Keep up the amazing work. …GP

61rodeoclown · Oct 2026

Love the podcast!! As a student pilot with aspirations to fly for the majors I love hearing from people in the industry and what their life is like.

Drew.aviator514 · Jul 2026

I am an avid listener of the 21.Five show and I always enjoy the salty humor, occasional political innuendo and general good aviation vibes. During a recent trip to one of SWA’s hot spots, my FO was showing me the secret routes from the terminal to the hotel. During our discussions of various hazards the we would endure during our 12-15 minute walk through the underground hallway including possible flooding, closed subway stations, falling ceiling tiles and various molds and mildew, we spotted a brave soul getting a jog in presumably to avoid the outside rain and thunder. I guess I should not have been surprised to realize that the jogger devoted to increasing his mitochondria despite the weather was Max. After seeing him, I assumed he was heading to the gym, and knowing that the dumbbells only went up to 50’s I quickly got changed and headed down, ready to stack some extra weights on top so Max could adequately train for his centenarian decathlon. Unfortunately he headed to the hotel restaurant and I was not honored to meet him in the gym, but look forward to my next chance meeting with the famous podcast host.

A flier · Jun 2026

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