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

EPISODE · Jun 11, 2025 · 38 MIN

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

from The Best Ever CRE Show · host Joe Fairless

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

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

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

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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...

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