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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
Cost Segregation
Tax Strategies
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

PublishesWeeklyEpisodes162Founded3 years ago
Number of ListenersCategories
BusinessInvestingEntrepreneurship

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Artwork for Passive Income Pilots

Latest Episodes

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

A practical path to ... more

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Watch this episode on YouTube to see the screen share: youtu.be/GjCnHgscdms

Join us on October 8–9, 2026, at the M Resort and Casino in Las Vegas for the first-ever Passive Income Pilots Conference. Learn how to build smarter wealth beyond t... more

YouTube

Buying an airplane can create opportunities and legal exposure that pilots may not see until something goes wrong. Tait Duryea and Ryan Gibson sit down with aviation attorney and pilot Scott Williams to cover LLC structures, dry leases, co-ownership,... more

YouTube

Insurance may not feel exciting until it becomes the thing protecting everything you’ve built. In this episode, Tait Duryea and Ryan Gibson sit down with Rod Zabriskie to unpack the coverage high-income professionals often overlook, from income prote... more

YouTube

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Recent Guests

Trevor Kuresa
Corporate and tax attorney focusing on M&A, tax strategies, and estate planning
Hibiscus Legal
Episode: #159 - How Deferred Sales Trusts Work with Trevor Kuresa
Chris Prefontaine
Real estate investor and author featured on episode 97, expert in seller financing and creative financing
Smart Real Estate Coach
Episode: #156 - From Active Deals to Passive Income with Chris Prefontaine
Nick Fialka
Founder/Representative of Spitfire Elite Interview Consulting; host of Ready 4 Pushback Podcast
Spitfire Elite Interview Consulting; Ready 4 Pushback Podcast
Episode: #155 - The New Reality of Aviation Hiring with Nik Fialka
Mark Kohler
Tax attorney and creator of the Kohler Network
Kohler Law Firm / Kohler tax network
Episode: #154 - The Pilot’s Guide to SDIRA Tax Traps with Mark Kohler
Jenny Spradling
Co-founder and co-CEO of FreeWill
FreeWill
Episode: #152 - Free Estate Planning and a Hidden Tax Strategy with Jenny Spradling
Guy Adami
Longtime host on Fast Money
Fast Money / CNBC
Episode: #151 - Debt, AI, and the Next Market Cycle with Guy Adami
John Wahrmund
Southwest pilot, long-time listener who implemented tax-efficient STR strategy
Southwest Airlines (pilot)
Episode: #150 - From Listener to Investor with John Wahrmund
Victoria Boon
Former IRS auditor and federal tax authority specializing in aircraft tax deductions
Boon.Tax Educators
Episode: #146 - Aircraft Tax Write-Offs Explained by a Former IRS Auditor, Victoria Boon
Gian Pazzia
Expert in cost segregation studies with 25 years of experience
KBKG
Episode: #145 - Bonus Depreciation & Cost Seg: The Tax Strategy Pilots Can’t Ignore with Gian Pazzia

Hosts

Tait Duryea
Host of the show, airline pilot and investor
Ryan Gibson
Co-host and investment expert

Reviews

4.9 out of 5 stars from 206 ratings
  • 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 States7 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 States7 months ago
  • Game changing!

    This podcast reduced my taxable W2 income in half! Following their short term rental strategy and capturing bonus depreciation was a huge win for my taxes. Excellent knowledge base, and they host some top professionals in the fields of tax planning, real estate investing, and syndications. Thanks Tait & Ryan!

    Apple Podcasts
    5
    Mike Keelan
    United States7 months ago
  • Incredible podcast!!!!

    Incredible resource for financial education, super easy to listen to, great interviews, especially fabulous resource for all high W2 earners (not just applicable to pilots), It’s my favorite financial / investing podcast available (and I’ve listened to most of them).

    Apple Podcasts
    5
    Trauma Trekker
    United States7 months ago
  • A must for pilots and high w2 earners

    Hey guys! I want to thank you and your guests for sharing strategies on how to create generational wealth from our industry! I always suggest your podcast when I fly with pilots that are interested in getting out of the high tax bracket and 401k trap. I hope to meet you both at an event in 2026.

    Apple Podcasts
    5
    JustineLangford
    United States7 months ago

Listeners Say

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

Listeners praise real-world tax and real estate strategies and the approachable delivery.
Experts provide practical, actionable wealth-building ideas for pilots and high earners.
Topics are highly relevant and explained clearly by articulate hosts.

Chart Rankings

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

Talking Points

Recent interactions between the hosts and their guests.

#159 - How Deferred Sales Trusts Work with Trevor Kuresa
Q: Is this strictly an installment sale, or are there differences from a traditional installment sale?
It is an installment sale in which the seller is paid over time, but the crucial difference is the DST structure defers capital gains taxes on the principal payments, with taxes mainly applying to capital gains as principal repayments are received and ordinary income on interest payments.
#159 - How Deferred Sales Trusts Work with Trevor Kuresa
Q: What is the most common situation where the DST makes sense for a client?
The most common scenario is a non-leveraged real estate deal or a small business owner selling a significant stake or the entire business, where the seller does not need immediate cash and wishes to defer taxes while the proceeds are reinvested in a diversified portfolio.
#156 - From Active Deals to Passive Income with Chris Prefontaine
Q: How can listeners contact Chris Prefontaine to learn more?
Listeners can get a free blueprint by visiting 3PayDaysBooks.com/pip, which provides a practical starter package to begin implementing the three-paydays framework and creative financing concepts.
#156 - From Active Deals to Passive Income with Chris Prefontaine
Q: How should a beginner start learning about this space?
Start with a structured education path, engage with mentors and a learning community, and then take action—apply what you learn, work with leads, and progress from education to real-life deals with support rather than going it alone.
#156 - From Active Deals to Passive Income with Chris Prefontaine
Q: What is creative financing, and why is it relevant in today's market?
Creative financing is buying real estate on terms that bypass banks, such as owner financing, subject-to loans, or lease purchases. It is particularly relevant when bank credit is tight or expensive, allowing buyers to control assets and sellers to receive favorable pricing without traditional funding.

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?

The show targets high-earning professionals, especially pilots, looking to grow wealth through real estate, taxes, and passive income. Episodes consistently feature experts across real estate investing, tax strategy, estate planning, and sophisticated financial vehicles, with practical, action-oriented guidance and real-world case studies. A standout is the recurring emphasis on pilots optimizing retirement—to build wealth without sacrificing flight careers—through creative financing, strategic leverage, and curated networks. The mix of veteran market commentary, IRS and tax planning insights, and hands-on tactics makes it a strong fit for listeners who want tangible financial steps and a community around aviation-focused wealth building.

Where can I find podcast stats for Passive Income Pilots?

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How many listeners does Passive Income Pilots get?

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What are the audience demographics for Passive Income Pilots?

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How many subscribers and views does Passive Income Pilots have?

To see how many followers or subscribers Passive Income Pilots has on Spotify and other platforms such as Castbox and Podcast Addict, simply upgrade your account. You'll also find viewership figures for their YouTube channel if they have one.

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. Airlines Confidential Podcast

How many episodes of Passive Income Pilots are there?

Passive Income Pilots launched 3 years ago and published 162 episodes to date. You can find more information about this podcast including rankings, audience demographics and engagement in our podcast database.

How do I contact Passive Income Pilots?

Our systems regularly scour the web to find email addresses and social media links for this podcast. We scanned the web and collated all of the contact information that we could find in our podcast database. But in the unlikely event that you can't find what you're looking for, our concierge service lets you request our research team to source better contacts for you.

Where can I see ratings and reviews for Passive Income Pilots?

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What guests have appeared on Passive Income Pilots?

Recent guests on Passive Income Pilots include:

1. Trevor Kuresa
2. Chris Prefontaine
3. Nick Fialka
4. Mark Kohler
5. Jenny Spradling
6. Guy Adami
7. John Wahrmund
8. Victoria Boon

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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