: Creating Unified Experiences in Gaming: Jennifer Weissman on PENN Entertainment’s Strategy
How do you market entertainment experiences that span physical casinos, online gaming, and sports betting? In this episode of ...
Senior Vice President & Chief Marketing Officer, Penn Entertainment
Search every verified Jennifer Weissman interview, podcast appearance, and on-the-record quote — each transcript cross-checked by AI and human review to confirm speaker identity. Jennifer Weissman, Senior Vice President and Chief Marketing Officer at Penn Entertainment, discussed the company's marketing strategy in a June 2025 podcast interview. She described Penn as an entertainment company focused on gaming, operating 42 casinos and racetracks across 20 states, with online gaming under brands including Hollywood Casino, Scorebet in Ontario, and ESPN Bet through a partnership with ESPN. Weissman noted that gambling is regulated at the state level, which affects advertising, and that the company uses the term "gaming" for regulatory ease while using terms like "sports betting" and "casino gambling" with consumers. She stated that Penn has more data than many other companies due to how it tracks customer behavior, which aids CRM and operational efficiency. Weissman said that the average age of Penn's database is 10 years younger than before the company launched sports betting, which she described as providing an opportunity to build relationships with customers earlier in their gaming life cycle. She highlighted Penn's partnership with Ticketmaster for loyalty redemption through the Penplay program, allowing customers to redeem points for event tickets, which she said provides a new revenue stream and enriches customer data. Weissman characterized the role of the CMO and her team as being the voice of the customer, communicating trends and understanding crossover between customer behaviors across different products. She also remarked that people gamble for the thrill and escape, not necessarily to win big, and that casinos are constantly evolving with regulatory changes.
“At Penn we are an entertainment company primarily focused in the gaming space. We run 42 casinos and racetracks across the country in 20 different states, and we are robustly focusing our efforts in online gaming under three different brands including Hollywood Casino, Scorbet in Ontario, and ESPN Bet through a partner...”
“Gambling is regulated at a state level, which means all of our advertising is also regulated at a state level. The term 'gaming' fits easier across most jurisdictions, although we differentiate our experiences by using terms like sports betting, sports gambling, casino gambling, slots, and table games when speaking to...”
“We have more data than many other companies because of the way that we track our customers' behavior, which allows us to focus on CRM and operational efficiency in a capital-intensive business that requires many people to service our customers.”
“The average age of our database is 10 years younger than it was before we launched sports betting. Sports betting has provided us an opportunity to build relationships with customers much earlier in their gaming life cycle, increasing the lifetime value of our customers.”
“We are the only casino provider of Ticketmaster loyalty redemption through our Penplay loyalty program, allowing customers to redeem points for tickets to sporting events or concerts, which provides us with a new revenue stream and enriches our customer data.”
“The role of the CMO and my team is to be the voice of the customer by communicating trends and understanding the crossover between customer behavior in different products to unlock more value across our distinct businesses like online, casinos, and racetracks.”
“Casinos are constantly evolving with regulatory changes every day, which gives us more opportunities to find new revenue streams or face challenges like increased taxes, requiring us to find new ways to operate.”
“If you're going to push back today on the tool we're using to manage our CRM, I really hope between now and the end of your career you've had the luxury of working with 20 different kinds of tools because every day we're evolving so quickly.”
“People aren't gambling because they think they're going to win something really big; they're gambling because they love the thrill of the game and want to spend time away from the everyday for an escape, which we now offer in multiple ways including physical casinos and virtual gambling where legal.”
How do you market entertainment experiences that span physical casinos, online gaming, and sports betting? In this episode of ...
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