Podcast

Zen and the Art of Real Estate Investing with Jonathan Greene

291: The Overlooked Asset Class That Outperforms in Uncertain Markets with Tim Woodbridge

In this episode of Zen and the Art of Real Estate Investing, Jonathan sits down with Tim Woodbridge, co-founder of WCG Investments, to discuss how he transitioned from a healthcare career to building a portfolio of 19 mobile home parks across the Southeast. Tim shares the lessons he’s learned about scaling through partnerships, managing risk with conservative underwriting, and improving communities through value-driven operations.

The conversation explores his early challenges finding deals, developing trust with brokers and lenders, and learning how to take imperfect action without losing discipline. Tim explains why collaboration and follow-up matter as much as capital, what separates good due diligence from guesswork, and how his team builds sustainable systems to support investors and residents alike.

This episode offers a grounded look at what it takes to grow in a niche asset class while maintaining long-term perspective, thoughtful leadership, and a genuine focus on people.

In this episode, you will hear:

How partnerships built on complementary strengths lead to better deals
The importance of trust and transparency with brokers and lenders
Common due diligence pitfalls that can derail returns
Why realistic underwriting protects both operators and LPs
How consistent follow-up leads to unexpected opportunities
The role of community improvements in responsible investing

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