In the inaugural episode of our newly launched History Of video series, GRAMMY.com explores the seminal Watts Summer Festival, a grassroots event founded in 1966 in Los Angeles that's celebrated Black heritage and culture for more than 50 years.

While On The Road at Lollapalooza 2019, the Atlanta alt-R&B singer told us that pairing with his fellow GRAMMY nominee is like "two brothers working, it's super easy, super natural."

D.I.Y. chill-pop artist Role Model sat down with us before a major moment at Lollapalooza 2019—his very first festival performance and second-ever fest overall. We talked about his excitement for it, loving Chicago, tearing up during best friend Omar Apollo's show at the fest and new music on the way.

While On The Road at Lollapalooza 2019, the Recording Academy caught up with Atlanta rapper J.I.D moments after debuting at Lolla.

"I like bass music. I'm seven foot, 350, I consider myself hard, when I played on the basketball court I was hard. I like the hard drops," the NBA Hall of Famer told us before his lit Lolla set.

"I just like [to perform] any song where loads of people sing along, basically. It's one of the best feelings in the world for us," James Hatcher, one half of the British duo electro-soul duo, told us.

"I'm transitioning to being a live act, so being able to sing at Lolla for the first time was a really amazing accomplishment," the L.A.-based singer/DJ/producer shared, beaming, right after her big Lolla moment.