Bruce Cassidy

VIP Play Inc. Appoints Digital-Transformation Veteran Les M. Ottolenghi as Chief Executive Officer

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VIP Play Inc. announced that its Board of Directors has appointed Les M. Ottolenghi as Chief Executive Officer, effective immediately. Ottolenghi brings more than twenty-five years of C-suite experience driving technology–led growth in gaming, entertainment, media and education, where his initiatives have created over $100 billion in cumulative market value.

Ottolenghi has previously served as Chief Commercial & Transformation Officer at Lee Enterprises, Chief Commercial Officer and CIO at Stride Inc., and Executive Vice President & CIO at Caesars Entertainment. Throughout these roles he delivered industry–first cloud, cybersecurity, and AI solutions that accelerated revenue and EBITDA growth.

“Les is the ideal leader to guide VIP Play through its transformation. His track record of harnessing advanced technologies to unlock new markets and enhance customer engagement aligns perfectly with our mission to deliver innovative and engaging wagering experiences,” said Board Chair Bruce Cassidy.

“Today’s consumers expect entertainment that is intelligent, frictionless, and hyper-personalized. By fusing cloud scalability with next–generation AI, VIP Play will redefine the patron’s experience while setting a new standard for innovation, security, and social responsibility in the gaming industry,” Ottolenghi said.

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