
Unlocking 1031 Exchange Secrets: Jon Hilley Shares Strategies for Investors Big and Small
- E212
- 38:04
- October 10th 2025
Welcome back to The Cashflow Project!
In this episode, host Steve Fierros chats with Jon Hilley, co-founder of 1031 Specialists, a tech-driven platform transforming the world of 1031 exchanges.
Jon shares his path from Goldman Sachs analyst to real estate innovator, explaining how technology and top-tier service have helped his firm become a leader in this niche market. He breaks down how 1031 exchanges can help investors preserve capital, defer taxes, and scale faster, while clearing up common misconceptions about the process.
Whether you’re a seasoned investor or just starting, you’ll learn how to leverage compounding gains and smart reinvestment strategies to accelerate your wealth-building journey.
Tune in to uncover how innovation, mindset, and the right strategy can help you keep more of your profits and grow your real estate portfolio.
[00:00] "1031 Expertise & Background"
[04:46] "Blue Ocean Industry Leadership"
[08:16] "Building Through Market Challenges"
[10:29] Marketplace Opportunities for Investors
[14:40] "Tech for Better Client Service"
[17:02] "Leveraging AI for Client Service"
[22:28] Breaking Investment Barriers Beyond Hawaii
[26:15] "Investing Opportunities in Hawaii"
[27:54] "Soft Market, Contingent Offers"
[33:15] "Practical Tools for Financial Freedom"
[35:32] Innovative 1031 Exchange Strategies
[36:45] "Investing Info & Networking Resources"
Connect with Jon Hilley!
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The Cashflow Project
This is for busy professionals who are looking for financial freedom through passive income, with a focus on cashflow assets in Multifamily Real Estate. We will be covering a variety of topics such as buying, managing, and selling real estate assets, specifically apartments.
To learn more about us, visit tricityequity.com