Rules for the Monica Sessions

Jack Harlow is from Louisville, Kentucky, and started performing and releasing music in 2015, when he was in high school. In 2020, he released his first album, which went double platinum. He was nominated for a Grammy for Best Rap Performance. He’s had multiple number one hits across his first three albums. For his fourth album, Monica, which just came out in March 2026, he switched things up dramatically. I was curious how and why—how did someone who had so much success as a rapper approach a new way of making music? So for this episode, I spoke to Jack Harlow about the song “Say Hello,” which is the closing track on Monica.

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