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Expertise across the country and across disciplines.
Steve Hollingsworth
Commercial Growth Advisor
Steve Hollingsworth is a private equity operating executive and GTM transformation leader with more than 30 years of experience driving commercial excellence and portfolio value creation across technology growth companies and PE-backed organizations. He has been engaged by Riverside Capital Management, Bain Capital, Court Square Capital, and Crosspoint Capital to lead GTM transformation at the company and portfolio level — including a firm-wide mandate at Riverside as Managing Director of Sales Excellence, where he conducted enterprise GTM assessments across the RMCF portfolio, built prioritized value-creation roadmaps, and drove measurable EBITDA improvement across multiple holdings.
As Interim CRO, Steve has stabilized and transformed commercial organizations at four PE backed technology companies — most notably at BioCatch (Bain Capital), where he reversed a significant performance decline, rebuilt the commercial organization from the ground up, and delivered record revenue and EBITDA. His full-time operating track record includes growing K12 Inc. from $36 million to $330 million in revenue through a successful 2007 IPO and delivering 19% year-over-year revenue growth at Neustar during the 2009 recession — while simultaneously improving revenue per sales headcount by 66% and revenue per customer by 28%.
Steve is the founder and principal of Ottimizzi LLC, a GTM advisory firm with 15 years of engagements spanning private equity, cybersecurity, FinTech, EdTech, manufacturing, and professional services. He holds an MBA in Marketing from Regis University and a B.S. in Marketing from Frostburg State University, both Magna Cum Laude.