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Michael Drootin

Michael Drootin

Product leader building AI platform for career navigation

Greater Boston, Massachusetts, United States
Joined August 2025

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Summary

Michael Drootin is a seasoned product leader with over a decade of experience across various sectors including healthcare, travel, recruiting, and e-commerce. He has a strong background in both building and leading product teams, as well as hands-on individual contributions, consistently focusing on bridging functional gaps to deliver impactful solutions. His expertise spans AdTech, MarTech, MerchTech, and SaaS, with a proven ability to scale growth and revenue platforms. leadsforge+1
He is a co-founder of CareerXray, an AI-driven platform aimed at simplifying career navigation and transitions. This venture reflects his current focus on leveraging modern product systems and artificial intelligence to create more human-centric solutions for career development, identifying transferable skills, and exploring new job opportunities. careerxray+2
Throughout his career, Michael has demonstrated a capacity for innovation and strategic product development. Notably, he co-founded BigBoard Entertainment, an online platform for entertainment betting, and played a key role in launching new businesses at WebMD, scaling platforms at Tripadvisor, and developing AI-ready talent data platforms at Hunt Club. leadsforge+1
His educational background includes a BBA in International Business and Marketing from The George Washington University School of Business, where he graduated Cum Laude, providing a strong foundation in business strategy and digital marketing. rocketreach+1

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