#111 - Five Investing Strategies for High-Earning Pilots

Get ready to fast-track your financial freedom. In this power-packed solo episode, Tait Duryea and Ryan Gibson share the top strategies from over 110 episodes of Passive Income Pilots. From unlocking hidden cash in your 401(k) and home equity to leveraging life insurance and short-term rentals for major tax breaks, they distill years of pilot-specific investing wisdom into five key pillars. You’ll learn about real estate professional status, cost segregation, bonus depreciation, syndications, and which CPA you need. Whether you’re just starting or optimizing your path to passive income, this episode is your blueprint.

Show notes:

(0:00) Intro

(1:59) Five investing categories for pilots

(3:38) Finding cash to invest smartly

(4:59) Whole life insurance and infinite banking

(10:17) 401(k) loans and strategic borrowing

(19:31) The short-term rental loophole explained

(24:53) Real estate professional (REP) status breakdown

(31:03) Cost segregation and bonus depreciation

(40:20) Outro

Connect with Hall CPA: https://bit.ly/HallCPA

Hall CPA - Passive Income Pilots 1-1 Tax Strategy Call: https://calendly.com/tax-smart-rei-plus/pip

Episodes mentioned:

#11 - How To Succeed In This High Interest Environment

#14 - Depreciation Demystified: Cost Segregation and Tax Savings in Real Estate with Toby Mathis

#23 - Counting the Cost: The Risks and Rewards of 401(k) Loans for Pilots

#36 - Decoding the Untapped Potential and Complex World of Self-Directed IRAs with Derreck Long

#44 - Mastering Year-End Tax Strategies: From IRA Conversions to Short-Term Rental Loopholes

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