Gary Ambrosino

Transformational AI-First CEO | 4 Exits | AI Product Innovator | Board Chair & Advisor

United States

About

I scale SaaS & digital-health platforms and deliver high-multiple exits. • PE-backed CEO: 4 exits, 20x EBITDA growth • AI & product strategy: MIT Applied GenAI credential • GTM playbooks: digital health, enterprise AI, SMB, mid-market and enterprise Signature Wins: • GlobalVetLink (Lead Edge Capital) → tripled revenue, rule of 60, PE sale to Alpine Investors • TimeTrade/Engageware → category creator, startup to scaled valuation, acquisition by leading PE • Cognio → founding CPO, VC backed, created WiFi chip strategy, led GTM, acquisition by Cisco • Xionics → founding CPO, VC backed, architected key product line, startup to IPO As CEO of GlobalVetLink (a Lead Edge Capital company), I led the company to become the market leader in animal health compliance software, tripling revenue and increasing EBITDA twentyfold before a successful exit to PE firm Alpine Investors. Prior to that, I served as CEO of Engageware (formerly TimeTrade), where I scaled the business from startup to category leadership in online appointment scheduling, enabling over 1 billion annual appointments and supporting $350B in transactions, and exited the company to a PE. My prior roles include President and Co-founder of SecureMedia (acquired by Motorola), EVP at Cognio (acquired by Cisco), and VP at Xionics (IPO and acquisition). My experience deep expertise in go-to-market strategy, financial planning, M&A integration, and team scaling. I currently serve as Founder and Chairman of Alithia Labs, focused on AI product strategy, and I host *The CEO AI Podcast*, where I shares insights on AI adoption and operational growth. I also advise multiple startups and have served on public and private boards, including Valpey-Fisher (NASDAQ: VPF). My degrees are from Harvard and Cornell, and I recently completed executive education certificate in Applied Generative Artificial Intelligence at MIT. I have "high agency" leadership style. I and often selected as trusted advisor to founders, investors, and executive teams navigating scale and transformation both as an outside advisor and portfolio operating executive at PE firms. Technology Executive, SaaS, Digital Health, Enterprise Software, CEO, Growth-Stage, Private Equity, Value Creation, M&A, Strategic Planning, Operational Scaling, AI Strategy, Go-to-Market, Board Advisor, Startup Scaling, Product Innovation, Revenue Growth, EBITDA, Team Leadership, Transformation, Exit Strategy, Cloud Software, Compliance Software, Business Development, Market Expansion, Financial Planning, Digital Transformation, Tech Innovation

Experience