M&A Associate

Kevin Simmons

About

Kevin Simmons brings more than 15 years of leadership in sales strategy, business development, and operational growth to his role as M&A Associate at Graystone International. His experience building high-performance teams, optimizing go-to-market strategies, and scaling revenue in complex environments uniquely positions him to deliver value across the M&A lifecycle.

Before joining Graystone, Kevin served as Vice President of Sales at Leverage.ai, a George Kaiser Family Foundation (GKFF) initiative, where he led sales strategy and execution across healthcare, cybersecurity, and energy sectors. As Head of Growth Sales at GKFF, he played a key role in advancing Tulsa’s innovation ecosystem—driving public-private partnerships and attracting investment into next-gen industries.

 

Kevin previously held senior sales leadership roles at Dominion Enterprises and Sage Software. While at Dominion, he not only managed a $100 million revenue line and drove significant market expansion, but also helped launch an internal startup focused on digital transformation—accelerating innovation within a legacy enterprise. At Sage, he led North American sales for cloud applications and oversaw a $300 million portfolio—delivering a 20% increase in ARR while managing cross-functional enterprise teams.

 

Kevin approaches M&A with an operator’s mindset, combining data-driven insight with firsthand experience scaling and transforming businesses. His work is anchored in purpose-driven leadership, guided by faith, integrity, and a passion for helping companies and communities thrive.

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MON-FRIDAY -9:00-5.00 PM
SATURDAY -10:00-4.00 PM
MERGERS AND ACQUISITIONS

MEET THE DEAL TEAM

Get to know the dedicated team of experts committed to delivering results with precision, discretion and strategic insight

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Bob Rollins
Chief Growth Officer
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Joshua Pearson
Director of Buyers
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Caden Bellew
Director of Operations