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Keegan Bailey: Senior Advisor, Growth Strategist, and Adventurer

At SHG, great advice starts with great people. Keegan Bailey brings both expertise and energy to the table. A Senior Advisor with a track record of building businesses and scaling innovative solutions, Keegan is equal parts strategist, investor, and adventurer. His career is rooted in driving impact across healthcare, technology, and value-based business models, where data and innovation go hand in hand.


From C-Suite to Strategy Consulting

Before joining SHG, Keegan was CEO of Acuitas Health, leading one of New York’s most ambitious healthcare data and analytics efforts. His leadership helped bring actionable insights to healthcare organizations throughout the Capital Region.

He also founded Navaste Health, a consulting firm focused on leadership, innovation, and transformation at the intersection of health and tech. Whether shaping strategy or scaling new ventures, Keegan always thinks three steps ahead.


Passion Beyond the Business Plan

When he’s not guiding clients through complex business decisions or analyzing market trends, Keegan is likely chasing fresh powder on a snowboard or exploring trails on foot or bike. He’s also known to unwind with an acoustic guitar or ukulele.

Keegan’s passion for community and creativity also inspired a delicious side venture, Send Me Waffles. He and his wife started the food gifting business to spark connection through warm, meaningful experiences. Sometimes, the best way to build community is one waffle at a time.


Helping Clients Navigate What’s Next

At SHG, Keegan brings a forward-thinking mindset to every engagement. His specialties include capital markets, M&A transactions, financial analysis, and business valuations. Clients count on him for insight, strategy, and real-world results. Contact us today to see how his insight and strategic expertise drive real-world results.

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