# Jennifer Weissman

> Jennifer Weissman is Senior Vice President and Chief Marketing Officer at PENN Entertainment, where she runs marketing across 40-plus casinos and racetracks plus a growing online gaming and sports betting business. After more than 17 years learning casino marketing at Caesars and Harrah's, she has spent close to a decade at PENN turning a portfolio of physical properties and digital products into one connected customer experience anchored by the PENN Play loyalty program. She describes her job as being the voice of the customer, and she is convinced the customer is there for the thrill of the game, not the fantasy of a life-changing win.

- **Role:** Senior Vice President and Chief Marketing Officer at PENN Entertainment
- **Organizations:** PENN Entertainment, Caesars Entertainment, Harrah's Entertainment
- **Nationality:** American
- **Education:** Bachelor's degree, University of Maryland, College Park, MBA, Northwestern University, Kellogg School of Management
- **Known for:** Leads marketing for PENN Entertainment across 40-plus retail casinos and racetracks plus online gaming and sports betting, Oversees a marketing organization with roughly 131 direct reports, Built and scaled the PENN Play loyalty program as the connective spine across physical and digital products

## Career timeline

- **—** — Began her career in public relations at a casino near Memphis, Tennessee
- **—** — Held marketing leadership roles at Harrah's properties, including Harrah's Tunica and Harrah's St. Louis
- **—** — Spent 17-plus years in casino marketing at Caesars Entertainment, rising to Regional Vice President overseeing marketing for nine casinos and hotels
- **2015** — Joined PENN Entertainment (then Penn National Gaming) to lead marketing
- **—** — Named Senior Vice President and Chief Marketing Officer, PENN Entertainment
- **2025** — Featured on Adweek's Marketing Vanguard podcast and in Skift's Women Leading Travel & Hospitality series

## Achievements

- Leads marketing for PENN Entertainment across 40-plus retail casinos and racetracks plus online gaming and sports betting
- Oversees a marketing organization with roughly 131 direct reports
- Built and scaled the PENN Play loyalty program as the connective spine across physical and digital products
- Established PENN as a casino operator offering loyalty redemption for Ticketmaster
- Rose from casino public relations to CMO of a company with roughly $7 billion in annual revenue

## Latest updates

- **2025-06** — Appeared on Adweek's Marketing Vanguard podcast discussing PENN's omnichannel strategy across casinos, online gaming and sports betting.
- **2025-06** — Featured in Skift's Women Leading Travel & Hospitality 'Insights From the C-Suite' series on her leadership philosophy.

## Links

- Website: https://www.pennentertainment.com/corp/our-company/leadership/jennifer-weissman
- LinkedIn: http://www.linkedin.com/in/jennifer-weissman-801ab467

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Profile page: https://yespress.io/jennifer-weissman
Published by YesPress — https://yespress.io
Last updated: 2026-08-14