Role Model spoke candidly about feeling “lost” during the process of crafting his newest release, Chuck Timely & the Hourglass.
The singer-songwriter, whose birth name is Tucker Pillsbury, looked back on the two-year period he spent shaping his sophomore studio album, which dropped earlier this month.
In conversation with actress and writer Lena Dunham for Interview Magazine, the 29-year-old confessed that being single proved difficult as friends began to settle down.
“I worked on this one during a two-year span of being single,” he said, referring to the album. “It was a lot about feeling lost and constantly having these crisis moments of ‘Where do I belong?'”
“I’m at an age where people are getting married and friends are falling in love and taking next steps,” Pillsbury continued. “I was stuck in time and things were moving past me.”
The Sally, When the Wine Runs Out creator went on to admit that it was hard balancing a career that diverged from his friends’ paths.
“All my friends work and have real jobs, so they’re free on the weekends,” he told Dunham. “You have Monday through Friday being by yourself, whether you’re working or not, being in your head.”
Pillsbury, who recently ended his romance with actress Dakota Johnson after several months of dating, also recalled feeling overwhelmed as his star continued to rise while he was making the album.
“I think my career reaching a new place while making the album was very overwhelming,” he shared. “You’re feeling lost and stagnant, but you also can’t really do anything about it because you’re on the road or working.”
The singer added, “Obviously any songwriter is going to be overly dramatic, but it does feel that way.”
He is set to make his acting debut in Dunham’s upcoming film Good Sex, appearing alongside Natalie Portman and Mark Ruffalo.
