Michael Grossi

Chief Executive Officer, Operative
With over 30 years of experience across telecom, media and technology (TMT), Michael has led transformative growth strategies across private, public and private equity backed software companies. Currently he is CEO and Board Member at Operative. Previously, he was CEO and Board Member at Lakeside Software, HealthcareSource, and Ipswitch. Over the course of his career, he drove both strategic acquisitions and company sale transactions resulting in billions of dollars of shareholder value. Earlier in his career, he was a strategy consultant to many leading media and technology companies (Disney, ESPN, NFL). Additionally, as a wireless executive, he formed many strategic and product partnerships with Broadcast TV and Cable Networks (CNN, Fox Sports, MTV) and OTT providers (YouTube, Samsung) and Digital Platforms and Publishers (Google, Facebook, Warner Music Group, The Weather Company).
Michael started his career as a Captain in the United States Air Force, where he oversaw several different software technology defense programs in the Space and Intelligence Commands. He currently serves on the Provost Board at Villanova University and previously served on the Dean’s Advisory Council at Villanova School of Business (VSB). He has a BSBA in Finance from Villanova University (VSB) and an MBA from Bentley University.