John Dermody appointed as VIP Play CTO & CRO

His previous experience includes leadership roles with Caesars, Stride and Las Vegas Sands, having driven commercial innovation across procurement, sales and IT services.
Key Points
- As CTO & CRO, Dermody will lead the development of VIP Play’s go-to-market strategy, revenue operations, customer acquisition and transformation initiatives
- Dermody is reportedly recognized for his experience in sustainably scaling revenue and aligning teams around customer-centric innovation as well
VIP Play has appointed John Dermody as its new Chief Transformation & Revenue Officer, where he will now lead the development of the operator’s go-to-market strategy, revenue operations, customer acquisition and transformation initiatives.
“VIP Play, Inc. is at the forefront of an exciting movement—where data, design and consumer engagement intersect,” Dermody said.
“I’m honored to join a visionary team that’s reimagining the future of entertainment, and I look forward to helping shape the next chapter of strategic growth.”
Dermody has garnered over 20 years of experience in the gaming and hospitality industries, having previously held leadership positions with Caesars Entertainment, Stride and Las Vegas Sands where he drove commercial innovation across procurement, sales and IT services.
“John’s appointment marks a major milestone in our evolution,” VIP Play CEO Les Ottolenghi said.
“His track record of aligning growth strategies with operational transformation will be critical as we scale our digital platforms, diversify revenue and create richer, more personalized user experiences.”
Good to know: VIP Play entered into a definitive agreement with Delaware North on December 20, 2024 to grant the operator market access in West Virginia for sports betting and online casinos
Ottolenghi was recently appointed to the role of CEO as well on June 18, as his experience in the industry notably coincides with Dermody’s, having previously served as Chief Commercial Officer and CIO with Stride and EVP & CIO at Caesars.
VIP Play stated Dermody is also recognized for his experience in sustainably scaling revenue and aligning teams around customer-centric innovation. The operator most recently expanded its US reach to West Virginia in April, as Ottolenghi will be joining Gambling Insider for an exclusive interview in Sports Betting Focus.
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