How do you market entertainment experiences that span physical casinos, online gaming, and sports betting?
In this episode of Marketing Vanguard, Jennifer Weissman, CMO of PENN Entertainment, shares how the company creates cohesive customer journeys across 42 casinos, racetracks, and digital platforms.
From a time when showing casino floors in ads was prohibited to today’s gamified loyalty ecosystems, Jennifer dives into regulatory shifts, customer lifetime value, and gamification beyond traditional gaming.
At PENN Entertainment, Jennifer Weissman has spent nearly a decade building marketing strategies across physical and digital gaming experiences. Starting her career in PR for casinos near Memphis, she brings journalism education, an MBA from Northwestern, and deep expertise in regulated marketing to one of the most dynamic sectors in entertainment.
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Episode highlights:
[06:42] The Psychology of Gamification — Jennifer explains the broader appeal: “Companies that do a really good job with engagement have figured out how to gamify the loyalty experience. They give me hurdles that I need to meet, which really is they give me dollars I need to spend in order to feel really good about myself and unlocking more dollars that then I can spend with them.”
[10:24] The Journey Over Destination — On what drives customer engagement: “People aren’t gambling because they think they’re gonna win something really big. They’re gambling because they love the thrill of the game, and they like to do this with their entertainment dollar. They really just wanna spend a bit of time away from the everyday and have that escape.”