273: Is Multifamily Bottoming? 3 Signals to Watch + Tax Moves (Dwight Dunton)

May 19, 2026

Chris sits down with Dwight Dunton, Founder of Bonaventure (launched in 1999), to talk market cycles, risk resilience, and the real-world tax playbook that helps active landlords transition into passive investing without writing a giant check to the IRS on the way out.

Dwight shares the origin story: how a family “mailbox money” apartment investment turned into Bonaventure, and how a 25-year-old with no formal real estate background convinced Fannie Mae to finance a $16M buyout and kickstart a vertically integrated multifamily platform. Today, Bonaventure manages roughly $3B in assets, focused entirely on multifamily (with a meaningful senior housing sleeve).

Dwight breaks down we he refuses to anchor to a single market forecast, how Bonaventure evaluates “lift-off” in overheated Sunbelt markets, and why B/C assets in strong submarkets can outperform when rent growth is muted because you can create NOI instead of waiting for the market to hand it to you. If you’re sitting on a low-basis portfolio and want to go more passive without detonating your tax bill, this one is packed with frameworks and decision points.

Disclaimer

The content of this podcast is for informational purposes only. All host and participant opinions are their own. Investment in any asset, real estate included, involves risk, so use your best judgment and consult with qualified advisors before investing. You should only risk capital you can afford to lose. Past performance is not indicative of future results. This podcast may contain paid advertisements or other promotional materials for real estate investment advisers, investment funds, and investment opportunities, which should not be interpreted as a recommendation, endorsement, or testimonial by PassivePockets, LLC or any of its affiliates. Viewers must conduct their own due diligence and consider their own financial situations before engaging with any advertised offerings, products, or services. PassivePockets, LLC disclaims all liability for direct, indirect, consequential, or other damages arising out of reliance on information and advertisements presented in this podcast.

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