Two Broke Bartenders to
Upstream Hospitality Group

Built to Breakthrough PodcastPodcast Episode #4 · 22 min

March 18, 2025

Welcome to Founderology –
Built to Breakthrough,
the ultimate podcast created by Founders, for Founders.

Founderology is your go-to resource for actionable insights and proven strategies to propel your business and yourself to new levels of success.

Kathleen Wood - Smiling woman with short blonde hair and glasses.Hosted by Kathleen Wood

Founder and CEO of Kathleen Wood Partners and creator of the Founderology Growth Summit.
Kathleen brings over 20 years of expertise, working side-by-side with Founders to turn small businesses into award-winning concepts, national expansions, and billion-dollar brands.

Each episode is designed to speak the unique language of Founders and address the challenges, opportunities, and triumphs of the Founder journey.

Guest James Bonanno

Founder of Upstream Hospitality Group

Kathleen brings over 20 years of expertise, working side-by-side with Founders
to turn small businesses into award-winning concepts, national expansions, and billion-dollar brands.

Each episode is designed to speak the unique language of Founders
and address the challenges, opportunities, and triumphs of the Founder journey.

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The Breakthrough Experience Founders MUST Attend
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Two Broke Bartenders to
Upstream Hospitality Group

On the latest episode of the Founderology podcast, we sat down at the newest Tap Room location in Ronkonkoma, New York, to discuss the journey — the wins, the challenges and the lessons every founder needs to hear.

The moment that changed everything

James and his co-founder, Dave, didn’t have deep pockets when they started. What they had was a vision, a relentless work ethic and a willingness to bet on themselves. After walking away from a handshake deal with nothing in the bank, they spent a week scrambling to raise six figures, and Tap Room was born. What really proved their concept? Location number two.

“When we opened our second location — 30 minutes from our hometown, with no local connections — the floodgates opened,” Bonanno said. “That’s when we knew we had something bigger than just a neighborhood bar.”

A bold decision to propel growth

“We didn’t have an ego about it,” Bonannon said. “We knew we had a great concept, but we also knew there was a lot we didn’t know. So we brought in a growth strategist who had helped other brands scale nationally. That decision set us up for everything we’ve accomplished today.”

Scaling from four to nine locations in 12 months

Growing at this pace isn’t for the faint of heart. Bonanno shared how he made the crucial mindset shift from running a restaurant to running a company and how that changed everything.

The secret? Delegation with intention. He didn’t just work harder — he worked smarter, freeing himself to focus on growth.

Growth requires capital, and in a world where funding isn’t easy to come by, Bonanno found a way to make it happen. How? You’ll have to listen to the episode to find out.

The Upstream mentality: Why mindset is everything

The name Upstream Hospitality isn’t just a brand; it’s a belief. James explains how thinking differently, making bold moves and staying intentional helped him push past challenges that stopped others.

One of the most powerful moments? When Bonanno shares a simple but effective mindset shift that could change the way you lead your business. It’s a must-hear.

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