WINR MEDIA Leadership

Michael Zane
Chief Executive Officer, Founder
Over the past two decades, Michael has played a pivotal role in generating over $100 million in annual revenues for various businesses through a strategic emphasis on product innovation and user engagement. His exceptional leadership has driven the creation of impactful strategic partnerships and elevated product marketing efforts, significantly expanding market reach.
Michael's hands-on experience in developing mobile applications, web products, and tailored user experiences has not only enhanced data collection and user monetization for dozens of properties but also delivered exceptional outcomes for clients. His proficiency in architecting loyalty programs designed to drive retention has played a critical role in fostering customer engagement and brand loyalty.
A visionary in the digital media landscape, Michael has demonstrated a unique ability to seamlessly incorporate marketing strategies into broader business objectives, amplifying customer reach and retention.
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Joseph Napolitano
Chief Creative Officer, Founder
Joe Napolitano helps organizations make smart ideas real through design, strategy, and execution. He specializes in turning complex business goals into intuitive digital experiences that perform — across web, mobile, and emerging platforms.
With more than two decades of experience, Joe has partnered with teams and executives to launch scalable digital products, modernize legacy platforms, and clarify brand and product stories. His approach is grounded in design-led thinking, combining creativity with technical fluency to deliver real impact.
At WINR MEDIA, Joe leads creative strategy and experience design, ensuring every product and brand touchpoint delivers clarity, quality, and measurable results.
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Scott Popowitz
Chief Data Officer, Founder
Scott is a data strategy and governance executive with 25+ years of experience transforming complex data environments into scalable, trusted, and business-driving assets. His career spans enterprise data governance, BI architecture, marketing analytics, and direct marketing; building the frameworks, KPI systems, and cross-functional alignment that turn first-party data into a strategic advantage.
He blends deep BI architecture expertise with rigorous governance principles, ensuring data is collected securely, compliantly (CCPA/GDPR), and with uncompromising quality. Scott has led large analytics, marketing, and data engineering teams, managing multimillion-dollar programs in environments where customer experience, compliance, and growth intersect.
Across roles at CMP, Publishers Clearing House, and now as Founder of DataPop LLC, Scott has architected enterprise-scale solutions ranging from multidimensional BI platforms and segmentation strategies to SSO implementations and audience-driven product design. His focus is on delivering actionable insights and durable, secure data frameworks that empower executive decision-making, strengthen retention, and maximize ROI — all while protecting user data.
At WINR MEDIA, Scott leads data strategy, governance, and analytics, ensuring data remains accurate, compliant, and privacy-first. He translates this data into actionable segmentation models and KPI frameworks that help clients grow daily engagement and improve ROI.
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Ryan Napolitano
Chief Technology Officer
Ryan is the technical force behind WINR — a U.S. Navy veteran, Columbia University computer science graduate, and engineering executive with 8+ years architecting and shipping mobile products at both Fortune 50 and startup scale. As a hands-on CTO, he owns WINR's entire technology stack end to end: the four native and cross-platform SDKs (iOS, Android, Web, and Flutter), the cloud backend that powers them, and the data, security, and infrastructure architecture underneath.
He currently leads mobile engineering at a Fortune 50 company, where he architected cross-platform SDKs and apps across iOS and Android and directs a team of 30+ engineers — work that has driven measurable business impact, including 236% revenue growth and significant gains in user engagement through performance optimization and strategic feature delivery. His technical range spans native iOS and Android, Flutter, React Native, cloud infrastructure, and AI-powered data pipelines.
Outside of enterprise, Ryan has built two startups from zero — writing every line of code, designing every screen, and shipping to real users. He brings the discipline, composure under pressure, and bias for action forged in his military service to every technical decision: shipping fast, designing resilient and secure systems, and relentlessly iterating toward product-market fit.
As CTO of WINR MEDIA, Ryan sets the technical vision and engineering standards that make WINR scalable, secure, and effortless for publishers to integrate from day one.
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