From Barstool to Boss: James Bonanno on Building Upstream Hospitality Group
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Episode Overview
In this episode of Grounded, host Lauren Mitchell sits down with James Bonanno, Founder & CEO of Upstream Hospitality Group, to unpack how a kitchen dream turned into a fast-growing hospitality portfolio across Long Island—and beyond. James shares the “two weeks to open” origin story behind Tap Room, what it really takes to scale from one location to 20+, and how culture, character, and tech have helped Upstream become a Top Workplace of 2025.
James Bonanno is the Founder & CEO of Upstream Hospitality Group, whose brands include Tap Room, Bingo Bowls, and iconic seasonal waterfront venues like Salt Shack—all united by a mission to “go upstream” through originality and pushing boundaries.
5 Key Takeaways
- Action beats perfection—especially early on. James explains how Tap Room came together fast: a vacant space, an opportunity, and the decision to jump in before feeling “ready.”
- Scaling requires shifting from reactive to professional operations. Moving past “firefighting” meant building systems, getting visibility into numbers, and running the business like an organization—not a one-location hustle.
- Know your numbers in near real-time. Upstream leaned into operational tech so food and liquor costs aren’t a month late—they’re visible quickly enough to actually manage.
- Culture can scale when values are clear and lived. James highlights values like “saying yes” and quality, with examples like honoring life events and creating a great guest experience even in a parking lot during COVID.
- Technology is a leadership advantage when it saves time and sharpens focus. James shares how ClickUp’s AI-powered executive dashboard gives him a quick snapshot of what’s on track, behind, and ahead across the leadership team.
Connect with the Guest(s)
- James Bonanno — Founder & CEO, Upstream Hospitality Group
- LinkedIn: https://www.linkedin.com/in/james-bonanno-a5a665103/
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- Website: https://upstreamhospitality.com/
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