Episodes

#102 - Creating True Passive Income Through Note Investing with Tom Force
March 18, 2025
102
49:3945.59 MB

#102 - Creating True Passive Income Through Note Investing with Tom Force

In this episode, Tait Duryea and Ryan Gibson sit down with retired airline captain and seasoned investor Tom Force to discuss a real estate strategy many overlook—note investing. They cover tax strategies, risk management, and how to get started in note investing. If you’re tired of tenant headache...

#101 - Airbnb for Aircraft: Hangar Investing & Aviation Real Estate with Trenton Ray
March 11, 2025
101
41:2138 MB

#101 - Airbnb for Aircraft: Hangar Investing & Aviation Real Estate with Trenton Ray

Hangar space is in short supply, but Trenton Ray is changing that. In this episode, Tait Duryea and Ryan Gibson chat with Trenton about Hangar Direct, his platform that’s like Airbnb for hangars—making it easier for pilots to find and rent space. They dive into the supply shortage, investment poten...

#100 - Getting to Know Tait & Ryan
March 04, 2025
100
51:1247.02 MB

#100 - Getting to Know Tait & Ryan

In this special 100th episode of Passive Income Pilots, Tait Duryea and Ryan Gibson take listeners behind the scenes of the podcast, sharing how it all started and what goes into creating each episode. They also dive into their personal journeys in aviation, investing, and entrepreneurship. From bu...

#99 - Turnkey Real Estate: Passive or Problematic? A Deep Dive with Zach Lemaster
February 25, 2025
99
52:2448.11 MB

#99 - Turnkey Real Estate: Passive or Problematic? A Deep Dive with Zach Lemaster

In this episode, Tait Duryea and Ryan Gibson connect with Zach Lemaster to explore the world of turnkey real estate and build-to-rent properties. They discuss the benefits and challenges of owning physical real estate, the tax advantages of rental properties, and how busy professionals can invest w...

#98 - The Right Coverage: Property Insurance Strategies with Valerie Cusano
February 18, 2025
98
49:4645.69 MB

#98 - The Right Coverage: Property Insurance Strategies with Valerie Cusano

In this episode of Passive Income Pilots, Tait Duryea and Ryan Gibson sit down with Valerie Cusano, an insurance expert with a background in law and decades of experience in commercial and residential insurance. Val dives deep into the critical aspects of real estate insurance, particularly for con...

#97 - Creative Deal Structuring: Smart Real Estate Strategies with Chris Prefontaine
February 11, 2025
97
53:2749.08 MB

#97 - Creative Deal Structuring: Smart Real Estate Strategies with Chris Prefontaine

In this episode, Tait Duryea and Ryan Gibson dive into creative real estate financing with Chris Prefontaine, founder of Smart Real Estate Coach. Chris shares powerful strategies like seller financing, subject-to deals, and lease purchases, revealing how investors can acquire properties without ban...

#96 - Airplane Write-Offs, IRS Audits, and Smart Tax Planning with Ryan DeMoor
February 04, 2025
96
49:4445.66 MB

#96 - Airplane Write-Offs, IRS Audits, and Smart Tax Planning with Ryan DeMoor

Have you ever wondered how you could write off an airplane? In this episode, Ryan DeMoor joins hosts Tait Duryea and Ryan Gibson to break down the tax benefits of aircraft ownership. Ryan shares how pilots and business owners can strategically use aircraft purchases for tax deductions, the IRS rule...

#95 - Franchise Investing 101: Insights and Opportunities with Cliff Nonnenmacher
January 28, 2025
95
53:3149.13 MB

#95 - Franchise Investing 101: Insights and Opportunities with Cliff Nonnenmacher

In this episode of Passive Income Pilots, hosts Tait Duryea and Ryan Gibson explore the world of franchise ownership with franchise expert Cliff Nonnenmacher. Cliff brings decades of experience as a franchise consultant and serial entrepreneur, sharing insights into how pilots and professionals can...

#94 - Fail Fast, Succeed Faster: Wealth-Building and Investment Strategies with Christian Schiller
January 21, 2025
94
47:5143.95 MB

#94 - Fail Fast, Succeed Faster: Wealth-Building and Investment Strategies with Christian Schiller

In this episode, Tait Duryea and Ryan Gibson sit down with Christian Schiller, an accomplished investment banker with a wealth of experience buying, selling, and evaluating businesses. Christian shares his investment journey, including lessons from early failures, how he refined his investment stra...