x

75% of people globally want unbiased news (Pew Research) but are concerned they're not getting that.

Get balanced coverage with Symby. See how stories are covered across diverse outlets and spot when one side covers a story the other skips.

PODCAST

Passive Income Pilots

Tait Duryea and Ryan Gibson

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 pilots offers applicable strategies and tactics for improving your financial life.Whether you"re a

business investing

All Episodes

23:44

#140 - From Goals to Execution: A Year-End Playbook

Passive Income Pilots ·

2025/12/30

Tait Duryea and Ryan Gibson close out 2025 by pulling back the curtain on how high performers actually plan, execute, and stay intentional across money, business, and family life. From Spartan’s acquisition pace and Turbine’s investor roadmap to family board meetings, goal frameworks, and habit formation, this episode offers a grounded look at what it takes to build momentum year after year. If you want clarity instead of drift and action instead of resolutions, this conversation sets the tone for a

en

47:33

#139 - How to Run Single-Family Rentals Like a REIT...

Passive Income Pilots ·

2025/12/24

What if managing rentals like an institution is the key to higher returns and less stress?Hosts Tait Duryea and Ryan Gibson talk with Matthew Whitaker, founder of Evernest, about scaling property management with systems, data, and AI. From HELOC-driven growth to managing 20,000 homes nationwide, this conversation breaks down why professional operations, fraud prevention, and institutional discipline can transform single-family and small multifamily investing for pilots.Matthew Whitaker is the

en

52:04

#138 - How to Vet Deals, Operators, and Advisors the...

Passive Income Pilots ·

2025/12/17

Tait Duryea and Ryan Gibson sit down with Mat Sorensen of Directed IRA to tackle one of the most common investor questions: Who do you actually trust when investing in alternative assets? The conversation breaks down how to vet operators, assess risk, understand leverage, and use self-directed retirement accounts responsibly. Mat shares real-world insight from seeing thousands of deals flow through his firm, explains why advisors often avoid alternatives, and outlines practical rules for due

en

56:01

#137 - Revocable Vs. Irrevocable Trusts: What Pilots...

Passive Income Pilots ·

2025/12/09

Clarity and control for the wealth you’re building. Tait Duryea and Ryan Gibson sit down with asset protection expert Adam Kintigh for his third appearance to break down one of the most misunderstood pieces of a pilot’s financial plan: the revocable living trust. Discover how to structure your trust, avoid probate disasters, protect your heirs from creditors, ensure your wealth goes where you intend, and understand the real difference between revocable and irrevocable trusts. If you've ever wondered

en

41:30

#136 - What HGTV Won’t Tell You About Flipping Houses...

Passive Income Pilots ·

2025/12/02

Are you using the exit strategies that actually work in this market?Hosts Tait Duryea and Ryan Gibson talk with seasoned investor and author Leka Devatha to pull back the curtain on what’s real and what’s not in flipping, reality TV, and today’s housing market. Get ready to uncover the truth behind her Amazon Prime episode, learn the creative strategies inside her new book Return on Real Estate, and discover how investors can win even when the market slows. From mid-term rentals to ADUs,

en

52:50

#135 - The Truth About Oil and Gas Investing with Tim...

Passive Income Pilots ·

2025/11/26

Are you unknowingly passing up five-figure tax savings available right now?Tait Duryea and Ryan Gibson sit down with oil and gas expert Tim Pawul to reveal why minerals, royalties, and non-operated working interests have become one of the most powerful tools for cash flow and tax strategy. Get ready to understand the real reason hydrocarbons aren’t going anywhere, how minerals function like “underground real estate,” and why non-op wells offer significant first-year tax advantages for high-income

en

49:53

#134 - Fatigue, Flight Deck Safety, and the Science...

Passive Income Pilots ·

2025/11/18

Sleep becomes exciting, especially when it’s with Dr. Adam Shapiro. Tait Duryea and Ryan Gibson sit down with this board-certified sleep specialist and ATP pilot to uncover what every aviator needs to know to protect their health and their medical. Get ready for practical guidance on staying sharp, staying healthy, and staying in the cockpit longer.Dr. Adam Shapiro is a board-certified sleep medicine specialist, ENT surgeon, senior FAA Aviation Medical Examiner, and ATP-rated pilot. With more than

en

52:37

#133 - Year-End Tax Moves Pilots Can’t Miss with Toby...

Passive Income Pilots ·

2025/11/12

Taxes become more exciting, especially when it’s with Toby Mathis. Tait Duryea and Ryan Gibson welcome back tax strategist and investor Toby Mathis for another powerhouse session on how to keep more of your money before year-end. From bonus depreciation and the short-term rental loophole to smarter charitable giving and donor-advised funds, Toby reveals how high-income earners can legally slash their tax bills. Whether you’re a pilot, business owner, or passive investor, you’ll walk away knowing

en

55:43

#132 - How to Buy an Airport with Robert DeLaurentis

Passive Income Pilots ·

2025/11/05

What happens when a real estate investor decides to buy an airport? In this episode, host Tait and Ryan sit down with Robert DeLaurentis, the “Peace Pilot,” to unpack how he transformed a rundown airport into a thriving hub of aviation and community life. Robert shares how his decades in multifamily real estate funded his passion for flying, why legacy matters more than luxury, and how creative business models can make even airports profitable. From flying over both poles to battling bureaucracy,

en

40:38

#131 - Reading the Economy: Insights from the Bowtie...

Passive Income Pilots ·

2025/10/29

Where should you put your money right now?Ryan Gibson and Tait Duryea sit down with economist Dr. Elliot Eisenberg to decode the markets, interest rates, and the economic forces shaping your portfolio. From AI layoffs to multifamily real estate, they break down how high-income earners, especially pilots, can build wealth intelligently amid uncertainty. Elliot reveals why the top 10% of earners are keeping the economy afloat, what sectors look undervalued, and which indicators truly predict where

en

28:56

#130 - From Wall Street to Real Wealth: Lessons from...

Passive Income Pilots ·

2025/10/24

What does true diversification look like when you’re building wealth as a pilot?In this episode, Ryan Gibson sits down with his longtime colleague and friend, Ted Greene, to unpack how to define success with your spouse, avoid emotional investing, and create a portfolio that brings peace of mind. From surviving Wall Street lawsuits to building lasting wealth through real estate, Ted shares the hard-earned lessons behind his “NNN Principle”: Never, Never, Never invest by looking in the rearview

en

29:42

#129 - Ego, Taxes, and the Paycheck Trap: Pilot...

Passive Income Pilots ·

2025/10/10

Why do so many high-earning pilots struggle to build real wealth?Hosts Tait Duryea and Ryan Gibson get candid about the habits, mindset, and blind spots that keep aviators from achieving true financial independence. They reveal the five biggest mistakes pilots make, from lifestyle creep and tax traps to ego-driven investing, and how to replace them with smarter, more sustainable wealth strategies. Whether you’re a first officer just starting out or a captain eyeing retirement, this conversation will

en

42:51

#128 - Inside the Fine Print: PPMs, Trust, and...

Passive Income Pilots ·

2025/10/01

What do private placement memorandums really mean for you as an investor?Hosts Tait Duryea and Ryan Gibson sit down with attorney and real estate operator Seth Bradley to pull back the curtain on syndication documents, accreditation rules, and what truly protects investors. Seth shares his personal journey from med school to big law to entrepreneurship, and why his legal background gives him a unique perspective on raising capital and building passive income. Discover why trust in the operator

en

52:03

#127 - LLCs, Trusts, and K-1s: Smarter Asset...

Passive Income Pilots ·

2025/09/25

How protected is your wealth if something goes wrong?In this episode of Passive Income Pilots, Tait Duryea and Ryan Gibson sit down with asset protection expert Adam Kintigh to share practical strategies every pilot and high-income professional should know. From real estate privacy trusts that cut transfer taxes to Wyoming LLCs that safeguard syndications, Adam explains how to structure your assets the right way. You’ll learn why a clean tax return matters, how partnerships and S-Corps simplify

en

33:11

#126 - Early Real Estate Mistakes and Lessons Learned

Passive Income Pilots ·

2025/09/18

What separates pilots who want to invest from those who actually succeed?In this episode, Tait Duryea and Ryan Gibson share the real stories behind their first deals, the mistakes they made, and the lessons that still guide them today. From disastrous single-family rentals to managing multifamily properties, they explain why failure is often the best teacher and why no one should try to “lone wolf” their way through real estate.They also highlight the power of networking and why being “in the arena”

en

52:18

#125 - Oil & Gas Investing for High-Income Pilots...

Passive Income Pilots ·

2025/09/02

Can oil and gas really be a smart play for high-income professionals? In this episode, Tait Duryea and Ryan Gibson sit down with Mark Fleming, petroleum engineer and Turbine Capital’s oil & gas advisor, to break it down. From the basics of how drilling works to the tax advantages that can offset W2 income, you’ll learn the realities of this often-misunderstood industry. The conversation covers political risk, environmental concerns, portfolio allocation, and many more. Whether you’re curious

en

50:52

#124 - $44 Trillion and the Future of Retirement...

Passive Income Pilots ·

2025/08/26

Tait Duryea and Ryan Gibson welcome Mat Sorensen, CEO of Directed IRA, for a powerful discussion on how pilots and high-income professionals can unlock private investment opportunities through retirement accounts. From self-directed IRAs to Solo Ks, Mat explains the mechanics of rolling over old 401(k)s, navigating recent regulatory changes, and tapping into lucrative private markets that were once out of reach.Mat Sorensen is the CEO of Directed IRA and Directed Trust Company, where he oversees

en

49:22

#123 - Market Cycles, Debt, and Real Estate...

Passive Income Pilots ·

2025/08/19

Is now the right time to buy real estate or to hold cash?In this episode, Tait Duryea and Ryan Gibson sit down with Hunter Thompson, founder of Asym Capital and host of Cash Flow Connections, to unpack today’s real estate market. They cover cycles, debt structures, the COVID impact, rising interest rates, and why current distress is more about financing than fundamentals. Whether you’re an LP wondering how to vet a deal or a high-income professional looking for the next big move, this conversation

en

49:50

#122 - How Pilots Use Whole Life Insurance to Fund...

Passive Income Pilots ·

2025/08/12

What if your life insurance could help you invest without selling a single asset?Tait Duryea and Ryan Gibson welcome back Rod Zabriskie of Money Insights to demystify how whole life insurance can be used as a wealth-building tool. They break down the differences between term and whole life, how cash value grows, and why this strategy avoids risks like margin calls. You’ll hear how pilots are using these policies to fund real estate, reduce taxes, and create a perpetual source of investment

en

54:12

#121 - Short-Term Rentals, Long-Term Wealth with...

Passive Income Pilots ·

2025/08/05

What if your first home turned into your first big win?Tait Duryea and Ryan Gibson welcome Brad Hilton and Aubrey Carlson, a powerhouse pilot couple who turned a VA loan into a cash-flowing real estate business. From renovating a dated beach house to designing destination-worthy cabins in Julian, CA, Brad and Aubrey break down how they scaled a short-term rental empire—without any formal training. Learn how they source properties, design for ROI, automate operations, and balance business with

en

141 results

Similar Podcasts

TaxTalent.com The Golden Rule Podcast

Adam Golden

TaxTalent.com Podcast

Tony Santiago

Handelsblatt Crime - spannende Streitfälle der deutschen Wirtschaft

Ina Karabasz, Solveig Gode, Sönke Iwersen

Deffner und Zschäpitz – Der Wirtschafts-Talk von WELT

WELT

Black Box - La scatola nera della finanza

Guido Brera e Gian Luca Comandini -...