Tait Duryea and Ryan Gibson
Passive Income Pilots
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 seasoned pilot or just starting out, we'll equip you with the expertise and confidence you need to up...
Author
Tait Duryea and Ryan Gibson
Category
Podcast website
Latest episode
Jul 7, 2026
Where to listen?
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Episodes
#60 - Cleared for Takeover: Collin Hathaway on the Boomer Business Buyout Boom 21.05.2024 53:06
Welcome to another episode of Passive Income Pilots! This week, your hosts Tait Duryea and Ryan Gibson are thrilled to bring you an insightful conversation with private equity mogul Collin Hathaway of Skylight Capital, a seasoned entrepreneur specializing in business acquisitions. In this episode Collin shares his journey from buying his first plumbing company in 2008 to building a multi-million-d...
#59 - The Silver Tsunami: Dwayne Clark on the Future of Senior Living Investments 14.05.2024 39:52
Welcome to another episode of Passive Income Pilots, where we delve into the burgeoning world of assisted living investments. Join hosts Tate Duryea and Ryan Gibson as they discuss the impact of the demographic shift known as the "Silver Tsunami" with Dwayne Clark, founder of Aegis Living. Dwayne shares his extensive experience in building a premier brand in the senior housing industry and provide...
#58 - Tax Tactics: The TOP 5 Ways You Can Save with Toby Mathis 07.05.2024 53:34
Welcome back to Passive Income Pilots ! In this episode we delve into essential tax strategies tailored specifically for pilots. With the expertise of Toby Mathis from Anderson Advisors, we explore five key ways you can reduce your tax liability effectively. Toby brings his depth of tax knowledge directly to our pilot audience, discussing everything from maximizing deductions to strategic asset ma...
#57 - From Handshakes to High Stakes: The Best Ever Blueprint for Building Wealth Through Connections with Joe Fairless 01.05.2024 46:28
Welcome to another thrilling episode of Passive Income Pilots , where we navigate the high-flying world of passive income opportunities. Today, we're joined by Joe Fairless, a titan in real estate investment and co-founder of Ashcroft Capital. Joe is renowned for his groundbreaking "Best Ever" conference, which is exactly where our hosts first crossed paths. In this episode, Joe shares his expert...
#56 - Black Box Wealth: Earning Passive Income On The Blockchain with PIVX DAO Advisor Hans Koning 23.04.2024 43:31
In this thought-provoking episode of Passive Income Pilots , we sit down with blockchain expert Hans Koning to navigate the complexities and opportunities within the blockchain landscape, especially in light of recent global events like the Bitcoin halving and rising geopolitical tensions. Hans shares his profound insights into how these factors influence the digital economy and illustrates practi...
#55 - First Class Intro to Angel Investing with OfferUp Founder Nick Huzar 16.04.2024 54:06
Ever wonder how to turn your entrepreneurial dreams into reality? Tune into our latest episode of Passive Income Pilots as we soar into the world of angel investing and marketplace innovation with Nick Huzar, the CEO and founder of OfferUp! Discover how Nick's room full of unwanted items sparked the vision for a multi-billion-dollar company that revolutionized the way we sell online. Whether you'r...
#54 - The Inner Game of Real Estate with Leka Devatha 09.04.2024 45:11
Join us in this insightful episode of Passive Income Pilots as we explore the multifaceted world of real estate with Leka Devatha. From her early beginnings to overcoming the inherent challenges of the industry, Leka shares her journey of resilience, intuition, and strategic diversification. Discover actionable insights and inspiration whether you’re making your first investment or looking to expa...
#53 - Eyes On The Horizon: Real Estate Insights from Kathy Fettke 02.04.2024 51:03
In today's episode hosts Tait Duryea and Ryan Gibson navigate through the vast skies of real estate investing with the guidance of real estate titan, Kathy Fettke. As a renowned expert and a beacon of knowledge in real estate and economics, Kathy brings invaluable insights into the current real estate market, investment strategies, and the future of property investment. Whether you're at the helm...
#52 - Economic Tailwinds: How 1031 Exchanges Propel Real Estate Portfolios With Kyle Williams 28.03.2024 44:20
Unlock the potential of 1031 exchanges with Kyle Williams, Senior VP at Velocity 1031, on this enlightening episode of Passive Income Pilots. Designed for aviators aiming to navigate the complex skies of real estate investment, this discussion sheds light on tax deferral strategies that can significantly impact your financial trajectory. Whether you're new to investing or looking to optimize your...
#51 - Navigating Turbulence: Mental Health & Legal Safeguards for Pilots with Joe LoRusso 13.03.2024 49:00
Join hosts Tait Duryea and Ryan Gibson on Passive Income Pilots as they engage in a profound conversation with Joe LoRusso, aviation law expert and Director of Aviation at Ramos Law. This episode takes an earnest look into pilot mental health and legal challenges, spotlighting the systemic issues and proposing a transformative approach to aviation industry norms. Joe brings invaluable dual insight...
#50 - Real Estate Investing: Building Resilient Wealth and Financial Independence with David Phelps 14.02.2024 54:08
On this episode of Passive Income Pilots, Tait and Ryan interview David Phelps. Dr. David Phelps, founder of Freedom Founders, spent 27 years as a former general dentist and business owner. His life took a significant turn when his daughter Jenna faced leukemia. This personal crisis prompted Dr. Phelps to reassess his priorities and shift his focus to what truly mattered: his family. Today, Dr. Da...
#49 - Reflections & Revelations: A Look Back at our Favorite Episodes to Date 31.01.2024 20:52
Today on Passive Income Pilots is Tait & Ryan's one-on-one episode. In this episode, Tait and Ryan reflect on past episodes and share insights on their favorites. Whether you're new to the show and would like to “catch up”, or a long time listener who could use a second listen to our most impactful episodes, this episode serves as a recap and calls out the most special episodes to scroll back...
#48 - Mastering Goal Setting and Strategic Planning in 2024 20.01.2024 37:11
Today on Passive Income Pilots is Tait & Ryan's one-on-one episode. Tait and Ryan peel back the curtain on personal goal setting that actually works. This episode isn't about the fluff but the nitty-gritty of mapping out a future that aligns with your deepest ambitions in family, business, and investing. We're talking about effective goal-setting, building habits, the art of strategic 'nos', a...
#47 - Innovative Wealth Strategies: From Life Insurance to Alternative Investing with Christian Allen and Rod Zabriskie 06.01.2024 50:02
On this episode of Passive Income Pilots, Tait and Ryan interview Christian Allen and Rod Zabriskie. Christian Allen and Rod Zabriskie from Money Insights Group join Tait in a riveting discussion about stepping off the beaten path of traditional investing and venturing into the world of max-funded cash value life insurance and real estate. They illustrate how the 'invest with benefits' philosophy...
#46 - Investing in Oil, Gas, and Mineral Rights with Tax Advantages in Mind with Derreck Long 20.12.2023 46:29
On this episode of Passive Income Pilots, Tait and Ryan interview Derreck Long. Derreck Long, a former Senior IRA Specialist at Quest Trust Company, recently joined Eckard Enterprises. Eckard Enterprises is a family-owned and operated alternative investment and asset management firm specializing in the U.S. oil and gas industry. Derreck became a Self-Directed IRA and Solo 401K Expert in 2017. He r...
#45 - Path to Financial Freedom: Real Estate, Mentorship, and Personal Growth with Alan Underwood 13.12.2023 58:54
On this episode of Passive Income Pilots, Tait and Ryan interview Alan Underwood. Momentum Capital Group co-founder Alan Underwood is a successful entrepreneur who found passive income in real estate after working in numerous businesses. Alan discusses his experience attending meetups, flipping properties, and developing a 90+ unit Arizona apartment complex. Alan describes his self-discovery that...
#44 - Mastering Year-End Tax Strategies: From IRA Conversions to Short-Term Rental Loopholes 06.12.2023 39:28
In this week’s episode of the Passive Income Pilots, Ryan and Tait take on another one-on-one conversation. They discuss various year-end tax strategies to maximize deductions and reduce tax liability. They also explore the short-term rental loophole as a tax strategy and discuss the benefits of cost segregation studies and bonus depreciation. Tait shares his experience of buying a property for sh...
#43 - Exploring the Boom of Self-Storage and Its Investment Potential 10.11.2023 43:43
Welcome back to another episode! Tait and Ryan talk about the lucrative world of commercial real estate investments, with a special focus on self-storage, a rising asset class rapidly gaining traction among investors. They discuss cap rates, why building is better than buying in the current market, underwriting self-storage, and rent growth. Enjoy the show! Timestamped Show Notes (00:00) Intro (03...
#42 - Real Estate Investing: Tax-Saving Strategies and Best Practices with Billy Withers 24.10.2023 54:41
On this episode of Passive Income Pilots, Tait and Ryan interview Billy Withers. Billy Withers, EA, MT, is a financial expert and the owner of Summit Advanced Tax Strategy. He has helped hundreds of real estate investors and business owners organize their financial systems and reduce tax liabilities. With his expertise and the flexibility of a virtual firm, he provides prompt and effective service...
#41 - Short-Term Rental Strategies To Maximize Your Passive Income with Dan Templin 17.10.2023 47:15
On this episode of Passive Income Pilots, Tait and Ryan interview Dan Templin. Dan Templin is a real estate investor and coach in addition to being the owner of different small businesses. He manages real estate investments from top to bottom for his busy clients. Dan possesses an unwavering dedication to assisting investors in successfully establishing and operating their first Airbnb ventu...
#40 - A Deep Dive Into Flight School Financing with Anthony Geraci 10.10.2023 51:38
On this episode of Passive Income Pilots, Tait and Ryan interview Anthony Geraci. Anthony Geraci is the CEO of Stratus Financial. He is a serial entrepreneur with several successful companies and a results-driven CEO and Board Member. He is also a mentor to CEOs nationwide and a team builder who is passionate about company culture. Anthony Geraci, Esq., is also the CEO and a partner at Geraci, whe...
#39 - Decoding College Costs and Complex College Savings Plans with Brad Baldridge 03.10.2023 51:16
On this episode of Passive Income Pilots, Tait and Ryan interview Brad Baldridge. Brad Baldridge is a Certified Financial Planner™, College Funding Consultant, and chief podcaster at Taming the High Cost of College. He has many years of experience working with families in the college planning process, where he seeks to reduce their college costs significantly. Brad provides expert guidance, custom...
#38 - Exploring Real Estate Investing, Work-life Balance, and Personal Growth with Rich Fettke 26.09.2023 46:02
On this episode of Passive Income Pilots, Tait and Ryan interview Rich Fettke. Rich Fettke is the co-founder of Real Wealth Network, where he oversees marketing and business development. He is a licensed real estate broker, experienced investor, and Master Certified Business Coach. Rich specializes in helping the team stay aligned and inspired to fulfill the company’s purpose, mission, and values....
#37 - Empowering Insights and Strategies On Short-Term Rentals with Alex Jarbo 19.09.2023 32:52
On this episode of Passive Income Pilots, Tait and Ryan dive into the dynamic world of short-term rentals with Alex Jarbo, the founder and CEO of Open Atlas Investments. Alex is a trailblazing entrepreneur revolutionizing the vacation rental and hospitality industry through innovative micro-resort developments. With a remarkable portfolio exceeding $10 million in unique short-term rentals, Alex sh...
#36 - Decoding the Untapped Potential and Complex World of Self-Directed IRAs with Derreck Long 12.09.2023 52:21
On this episode of Passive Income Pilots, Tait and Ryan interview Derreck Long, a Senior IRA Specialist at Quest Trust Company. Quest Trust manages IRAs for alternative investments such as real estate, notes, oil and gas, and private placements. Derreck, a Self-Directed IRA and Solo 401K Expert since 2017 with a CISP from the American Banking Association, has spoken at hundreds of events nationwid...
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