In this episode of Zen and the Art of Real Estate Investing, Jonathan welcomes Patrick Grimes, founder of Passive Investing Mastery and Invest on Main Street. Patrick shares how a painful first deal during the 2008 crash reshaped his investing mindset, leading him to focus on long-term wealth accumulation, cash flow, and true portfolio diversification. What began with single-family rentals eventually expanded into large multifamily syndications, recession-resilient markets, and alternative assets, including litigation finance and debt funds.

Patrick walks listeners through how he helps investors build a balanced portfolio by spreading risk across multiple, non-correlated asset classes. He also highlights why active professionals don’t need to become landlords to grow wealth, and how the right mix of passive investments can lead to financial security and freedom.

If you want to diversify beyond traditional real estate while keeping property in your portfolio, this episode is packed with practical strategies and new perspectives.

In this episode, you will hear:

• The early investment mistake that shaped Patrick’s long-term approach to wealth building

• What makes multifamily syndications a powerful tool for scalable, passive income

• Where litigation finance fits into a diversified real estate investment portfolio

• Ways debt funds provide stable returns outside of traditional equity deals

• Differences between passive and active investing for busy professionals

• The role of education and networking in avoiding common investor pitfalls

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Supporting Resources:

Passive Investing Mastery website - passiveinvestingmastery.com

Passive Investing Mastery on Facebook - www.facebook.com/PassiveInvestingMastery

Connect with Patrick Grimes on LinkedIn - www.linkedin.com/in/patricksgrimes

Invest on Main Street website - investonmainstreet.com

Website - www.streamlined.properties

YouTube - www.youtube.com/c/JonathanGreeneRE/videos

Instagram - www.instagram.com/trustgreene

Instagram - www.instagram.com/streamlinedproperties

TikTok - www.tiktok.com/@trustgreene

Zillow - www.zillow.com/profile/StreamlinedReal

Bigger Pockets - www.biggerpockets.com/users/TrustGreene

Facebook - www.facebook.com/streamlinedproperties

Email - info@streamlined.properties

Episode Credits

If you like this podcast and are thinking of creating your own, consider talking to my producer, Emerald City Productions. They helped me grow and produce the podcast you are listening to right now. Find out more at https://emeraldcitypro.com Let them know we sent you.