Episodes

#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...

#93 - Stock Market Insights and Tax Strategies for High-Income Earners with Brian Feroldi
January 14, 2025
93
55:1950.78 MB

#93 - Stock Market Insights and Tax Strategies for High-Income Earners with Brian Feroldi

In this episode, Tait Duryea and Ryan Gibson welcome Brian Feroldi , author of Why Does the Stock Market Go Up? to unpack the fundamentals of the stock market and explain strategies tailored for pilots and high-income professionals. Brian demystifies the difference between Roth and traditional 401(...

#92 - Opportunity Zones for Passive Income: Unlock Tax Savings and Growth with Nathan Sosa
January 07, 2025
92
51:2847.25 MB

#92 - Opportunity Zones for Passive Income: Unlock Tax Savings and Growth with Nathan Sosa

Dive into the intricacies of Opportunity Zones with this episode of Passive Income Pilots. Hosts Tait Duryea and Ryan Gibson are joined by CPA Nathan Sosa of Hall CPA, who demystifies Opportunity Zone (OZ) investments and their potential for tax deferral and appreciation. Whether you're an active i...

#91 - Interest Rates, Submarkets, and CRE's Future with Spencer Levy
December 31, 2024
91
49:1245.17 MB

#91 - Interest Rates, Submarkets, and CRE's Future with Spencer Levy

Spencer Levy, a leading expert from CBRE, joins Tait Duryea and Ryan Gibson to break down the current state of commercial real estate (CRE). He explains how rapid interest rate changes are reshaping the market, highlights key megatrends like reshoring and live-work-play neighborhoods, and offers ad...

#90 - Balancing Flying, Business Ownership, and Financial Growth with Carl Valeri
December 24, 2024
90
49:2245.33 MB

#90 - Balancing Flying, Business Ownership, and Financial Growth with Carl Valeri

In this action-packed episode of Passive Income Pilots, Tait Duryea and Ryan Gibson sit down with Carl Valeri, an airline captain and experienced entrepreneur, to share actionable strategies to balance a flying career with building a passive income. Carl dives into creative ways to start or buy a b...