Close-up portrait of musician Cassadee Pope with wavy, vibrant orange-pink hair, wearing dark lipstick and a black leather jacket against a solid pink background; Photo Credit: Austin McMaines.
Cassadee Pope Credit: Austin McMaines

Six years after coming to the historic district as the potential new face of country music, West Palm Beach native and former Hey Monday frontwoman Cassadee Pope is back in Ybor City as a punk.

The 36-year-old songwriter spent the summer in an off-Broadway musical “Rolling Thunder” and tapped back into her old sound in an August single with Silverstein. She headlines this “Road to Warped Tour” show before the revival of the traveling punk-rock festival happens in Orlando next weekend.

Tickets to see Cassadee Pope play The Ritz in Ybor City on Saturday, Nov. 8 are still available and start at $24.40.

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This article appears in Nov. 6 – 12, 2025.

Read his 2016 intro letter and disclosures from 2022 and 2021. Ray Roa started freelancing for Creative Loafing Tampa in January 2011 and was hired as music editor in August 2016. He became Editor-In-Chief...