Charlie Puth turned the Rosemont Theatre in Chicago into his first sold-out show on Friday, opening a night that mixed polished pop, family crowds and a new phase in his life. The four-time Grammy-nominated singer started at 9 p.m. sharp and worked through a set that ended with See You Again and Changes.

Puth said the packed show was the first sold-out stop on his Whatever’s Clever! world tour, and the room looked built for a milestone. Children sat beside retirees, a man wore a Ryne Sandberg Chicago Cubs jersey, and older women dressed in their Sunday best filled the venue alongside fans in ties, whom Puth jokingly called professors.

The singer wore an unbuttoned dandelion yellow shirt over a cerulean blue undershirt as he opened with Beat Yourself Up and How Long. The show moved quickly into Attention, Love In Exile and One Call Away, before Puth closed the night with the songs that have helped define him for a wider audience.

Friday’s concert came as Puth promotes his fourth studio album, Whatever’s Clever!, which was released in March and is meant to mark a new era for him. He has also recently become a father, and that shift has pushed him toward a more personal approach in his music. At the show, he highlighted 80s church music as one of the inspirations shaping that sound.

The night also gave room to the artists around him. Ally Salort performed her newly released single Finish Line live for the first time, while Daniel Seavey ran through a set of original songs and covers built around a looper, layering cello, electric guitar and piano before jumping off the stage and running around the venue during his set.

For Puth, the Chicago stop had the feel of a proof point as much as a concert. A sold-out house, a freshly released album and a crowd that spanned generations gave him a rare kind of clean read on where he stands now: still a pop hitmaker, but one trying to pull more of his own life into the songs he sings.