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Artwork for Passive Income Pilots

Passive Income Pilots

Tait Duryea and Ryan Gibson
Passive Income
Real Estate
Real Estate Investment
Bonus Depreciation
Investment Strategies
Real Estate Investing
Tax Strategy
Real Estate Syndication
Tax Strategies
Cost Segregation
Commercial Real Estate
Investing
Asset Protection
Whole Life Insurance
Real Estate Professional Status
Property Management
Interest Rates
Artificial Intelligence
Self-Directed IRA
Senior Living

Welcome to the Passive Income Pilots Podcast – the show designed to help pilots climb to new levels of financial success.

Join Tait Duryea & Ryan Gibson, both airline pilots, business owners and investors, as they interview top experts and share practical knowledge on real estate, tax strategy, passive income and generational wealth. This one-of-a-kind show created specifically for professional p... more

PublishesWeeklyEpisodes171Founded4 years ago
Number of ListenersCategories
InvestingBusinessEntrepreneurship

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Artwork for Passive Income Pilots

Latest Episodes

Tait Duryea and Ryan Gibson close out the Passive Income Pilots Conference with a rapid-fire Q&A alongside experts Koy Harris, David Vanlandingham, Kurt Harris, and Adam Kintigh. Drawing on their expertise in estate planning, asset protection, busine... more

YouTube

Tait Duryea and Ryan Gibson host a live Q&A with Adam Kintigh, Kurt Harris, and David Vanlandingham covering the financial questions pilots face as their income and investments grow. From short-term rental tax strategies and Roth conversions to self-... more

YouTube

Tait Duryea and Ryan Gibson sit down with veteran passive investor Jeremy Roll to discuss building wealth beyond traditional stocks and 401(k)s. Jeremy shares how more than two decades of alternative investing shaped his approach to market cycles, di... more

YouTube

Join us on October 8–9, 2026, in Las Vegas, Nevada, for the first-ever Passive Income Pilots Conference. Learn how to build smarter wealth beyond the cockpit: www.passiveincomepilots.com/pip-conference

Tait Duryea and Ryan Gibson examine the... more

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Recent Guests

Koy Harris
Attorney focused on divorce, custody law, and asset discovery
Episode: #172 - Pilot Wealth Q&A: Taxes, Trusts, Real Estate, and Passive Income
David Vanlandingham
Executive corporate analyst at NCH with 16 years of experience
NCH
Episode: #172 - Pilot Wealth Q&A: Taxes, Trusts, Real Estate, and Passive Income
Kurt Harris
Las Vegas attorney specializing in estate planning
Episode: #172 - Pilot Wealth Q&A: Taxes, Trusts, Real Estate, and Passive Income
Adam Kintigh
Executive corporate analyst at NCH with 25 years of experience
NCH
Episode: #172 - Pilot Wealth Q&A: Taxes, Trusts, Real Estate, and Passive Income
Jeremy Roll
Investor, Roll Investments
Roll Investments
Episode: #170 - The Get Rich Slow Strategy for Passive Investors with Jeremy Roll
Larry Lemer
Co-founder of Foliage; education group for real estate investors
Foliage
Episode: #168 - How Smart Investors Vet Real Estate Deals Together with Larry Lemer and Mark Goldstein
Mark Goldstein
Co-founder of Foliage; education group for real estate investors
Foliage
Episode: #168 - How Smart Investors Vet Real Estate Deals Together with Larry Lemer and Mark Goldstein
Chris Naugle
Wealth educator; privatized banking expert; real estate investor; former Wall Street advisor
Private Money Club / Chris Naugle
Episode: #167 - From Wall Street to Infinite Banking with Chris Naugle
Kenya Hodson
Co-founder of Fly-Inn, daughter of Caroline, aviation entrepreneur
Fly-Inn
Episode: #166 - Fly-Inn Rentals for Pilots and Investors with Carollyne Carmichel & Kenya Hodson

Hosts

Tait Duryea
Host of Passive Income Pilots; airline pilot, investor, and business owner
Ryan Gibson
Co-host of Passive Income Pilots; airline pilot, investor, and business owner

Reviews

4.9 out of 5 stars from 216 ratings
  • Lots of Information

    I love all the educational information. It has improved our financial life.

    Apple Podcasts
    5
    Chuckles918273
    United States21 days ago
  • Amazing! Can’t recommend enough!

    Incredible show, incredible hosts, incredible life changing information! I’m sharing this podcast with everyone I know. Seriously!

    Apple Podcasts
    5
    trgrs00
    United States21 days ago
  • Amazing Knowlege

    Great hosts, incredible guests, an amazing amount of knowledge! Episodes 10 & 14 are a great place to start. Thank you Tait & Ryan!

    Apple Podcasts
    5
    Herk Pilot
    United States2 months ago
  • Favorite podcast and incredible resource

    Topics are very relevant and hosts are very articulate! Really appreciate the straightforward explanations of strategies and breaking down difficult to understand concepts in an easy to digest manner. I’m not in the aviation industry but I found a lot of value in their asset protection and tax strategy interviews. Thank you for all the knowledge and this is my go-to podcast for my commute!

    Apple Podcasts
    5
    808Connie
    United States10 months ago
  • Expert insight into the world of alternative investments

    My financial advisor turned me onto this podcast and it’s incredible. They bring on experts every week to discuss every sector imaginable for investing. I have received so much valuable insight that I have applied to my own financial plan and I highly recommend this podcast to all of the fellow pilots that I fly with.

    Apple Podcasts
    5
    Elbow513
    United States10 months ago

Listeners Say

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

High-quality guests who share practical, aviation-focused wealth-building strategies.
Listeners praise clarity of explanations and actionable tax and real estate insights.
Shows are resourceful for both pilots and high-earning non-pilots seeking financial education.
Audience feedback highlights the value of niche expertise and real-world examples.

Chart Rankings

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

Talking Points

Recent interactions between the hosts and their guests.

#172 - Pilot Wealth Q&A: Taxes, Trusts, Real Estate, and Passive Income
Q: How can someone with real estate professional status best use losses from a passive syndication investment?
The panel says the answer depends on the taxpayer's situation and any grouping elections. Adam says qualification is assessed year by year, and recommends reviewing the treatment with a CPA or tax professional.
#172 - Pilot Wealth Q&A: Taxes, Trusts, Real Estate, and Passive Income
Q: What's your outlook for self-storage and the multifamily sector for the next two to three years, and what would make you stop buying?
Ryan says his group has sharply reduced acquisitions because prices remain high despite uncertain market conditions and some properties lack strong fundamentals. He expects storage demand could strengthen as construction slows and housing transactions recover.
#170 - The Get Rich Slow Strategy for Passive Investors with Jeremy Roll
Q: How did you scale from a few deals to dozens of LP positions and capitalize on cash flow?
Start with trusted, lower-risk opportunities to learn the mechanics, then progressively diversify into more ventures while keeping liquidity in mind. Reinvest cash flow to compound returns and gradually shift toward structures that preserve capital during downturns.
#170 - The Get Rich Slow Strategy for Passive Investors with Jeremy Roll
Q: What do you think about diversification strategy for someone with a large 401(k) and extra cash to invest?
Educate yourself on the economy and cycles, and begin with a diversified allocation that accounts for timing. A mix of liquid stock exposure and illiquid, cash-flow-producing assets can help balance risk and comfort with volatility.
#166 - Fly-Inn Rentals for Pilots and Investors with Carollyne Carmichel & Kenya Hodson
Q: How do pilots make money on Fly-Inn and how does the platform take a cut?
Hosts explain that hosts keep the majority of their rental rate, with a small processing fee, and Fly-Inn charges guests an 11% service fee. This arrangement is positioned as pilot-friendly relative to other platforms.

Audience Metrics

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

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Frequently Asked Questions About Passive Income Pilots

What is Passive Income Pilots about and what kind of topics does it cover?

This show centers on building wealth through real estate, tax strategy, and passive income with a strong focus on aviation professionals. Across episodes, listeners hear from aviation-industry guests, legal and financial experts, and seasoned investors who share practical frameworks for entity structuring, asset protection, insurance planning, and tax-advantaged investing. The format blends career-focused guidance for pilots with hands-on strategies for real estate, private credit, and sophisticated tax planning, often highlighting live events and interactive sessions. A notable pattern is the emphasis on aviation-specific nuances, approachable explanations of complex financial concepts, and a community-driven ethos that you can apply regar... more

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Which podcasts are similar to Passive Income Pilots?

These podcasts share a similar audience with Passive Income Pilots:

1. Engage: The Podcast for Delta Pilots
2. 21.FIVE - Professional Pilots Podcast
3. The SWAPA Number
4. FDX ALPA Podcast
5. Turbine Capital Private Podcast

How many episodes of Passive Income Pilots are there?

Passive Income Pilots launched 4 years ago and published 171 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 Passive Income Pilots?

Recent guests on Passive Income Pilots include:

1. Koy Harris
2. David Vanlandingham
3. Kurt Harris
4. Adam Kintigh
5. Jeremy Roll
6. Larry Lemer
7. Mark Goldstein
8. Chris Naugle

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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