Olivia Rodrigo’s Dating History: Joshua Bassett, Zack Bia and More

Olivia Rodrigo earned the title of breakup anthem queen after the 2021 release of her debut album, Sour — but who served as the songstress’ inspiration? From Disney costars to music producers, take a look at the “Good 4 U” artist’s past romances.

Ethan Wacker

Before making it big and topping the charts, Rodrigo was romantically linked to her Disney Channel costar. The pair began as friends as they met on the set of their show, Bizaardvark, which premiered in 2016. Two years later, their connection blossomed into something more. In January 2019, Rodrigo and Wacker announced in a now-deleted Instagram post they had been dating for six months.

Later that year, the twosome seemingly split after they deleted pictures of each other off their respective social media pages. Despite the breakup, they remain close friends. As Wacker headed off to college in 2020, Rodrigo shared her well wishes for her ex via her Instagram Story.

In early 2021, Rogrido released her hit song, “Drivers License” — and Wacker shut down the rumors that the song was about him. The actor refuted the claims made in a now-deleted TikTok theory video by responding, “I treated her well.”

Joshua Bassett

Following her time on Bizaardvark, Rodrigo landed a lead role on the Disney+ series, High School Musical: The Musical: The Series, opposite Bassett. While the love interests never confirmed they dated off screen, fans have long theorized that Rodrigo wrote “Drivers License” about Bassett — and how he allegedly moved on with Sabrina Carpenter.

The alleged drama led to several songs from all three musicians that seemingly referenced the romance. In June 2021, Bassett spoke out about the drama.

“The reality is it’s kind of like a lost cause trying to talk about any of that stuff, and I refuse to feed into any of the bulls–t, so I just don’t,” he said in an interview with GQ. “[Everyone] is asking me about Sabrina and Olivia. Why don’t we focus on…