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Brian Scherer on building leverage, community, and a new legal path
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Brian Scherer on building leverage, community, and a new legal path

Ben Chiriboga, Brian Scherer

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February 27, 2026

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Season 4 Episode 2

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In this episode of This Legal Life, Ben Chiriboga speaks with Brian Scherer about the pivotal moments that led him from in-house fintech roles to founding Hey Counsel. Brian reflects on the frustrations of Big Law economics, the isolation of solo practice, and the perseverance required to build something entirely new in the legal ecosystem. The conversation explores how technology, community, and intentional reinvention are reshaping what it means to succeed as a modern lawyer.

About Brian

Brian Scherer is the co-founder of HeyCounsel and a fintech commercial and regulatory attorney. He has worked in-house at fast-growing startups including LendingClub, Opendoor, and Blend. Brian started HeyCounsel to help companies find strong boutique legal support at a lower cost than traditional Big Law. As it evolved, he recognized the bigger opportunity was supporting the lawyers themselves. Today, HeyCounsel is a community and platform where independent attorneys practice alongside one another, share expertise, and build thriving practices.

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