JF 3933: Elevator Failures, Emotional Investing, and Office-to-Apartment Plays ft. Matt Drouin

The Best Ever CRE Show

Best Ever CRE

Realestatepodcast, Entrepreneurship, Business, Realestate, Investing, Realestateinvesting, Realestateinvestingpodcast

4.8 • 983 Ratings

🗓️ 11 June 2025

⏱️ 41 minutes

🔗️ Recording | iTunes | RSS

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Summary

On this episode of Beyond Multifamily, Amanda Cruise and Ash Patel interview Matt Drouin, managing partner at Oak Grove Development. Matt shares how his asset-agnostic, opportunistic approach has led to a $18 million portfolio across 25 commercial properties in Rochester, NY. He dives into the strategy behind acquiring underperforming office buildings—like a 55,000-square-foot historic skyscraper bought for $1.5 million—and converting them into workforce housing. Matt also discusses the pros and cons of joint ventures versus syndications, the value of local market dominance, and how he's leveraged content creation to expand his investor network and broker relationships. Matt Drouin Current Role: Managing Partner, Oak Grove Development Based in: Rochester, New York Say hi to them at: LinkedIn, YouTube Get a 4-week trial, free postage, and a digital scale at ⁠https://www.stamps.com/cre⁠. Thanks to Stamps.com for sponsoring the show! Post your job for free at https://www.linkedin.com/BRE. Terms and conditions apply. Join the Best Ever Community The Best Ever Community is live and growing - and we want serious commercial real estate investors like you inside. It’s free to join, but you must apply and meet the criteria. Connect with top operators, LPs, GPs, and more, get real insights, and be part of a curated network built to help you grow. Apply now at ⁠www.bestevercommunity.com⁠ Learn more about your ad choices. Visit megaphone.fm/adchoices

Transcript

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1:33.6	Hey, best ever listeners, welcome to the best ever CRE show. This is Beyond Multifamily. I'm
1:41.2	Amanda Cruz, joined with Ash Patel. Hey, Ash. Hey, Amanda, and hello, best ever listeners.
1:49.0	Asch and I are with today's guest, Matt Druin. Matt is joining us from Rochester, New York. He's the
1:54.9	managing partner of Oak Grove Development. They are value-ad commercial real estate investors. His portfolio
2:00.6	consists of 25 properties across a variety of asset classes with a combined
2:05.2	value of $18 million.
	...

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