On Oct. 19, the folksy comedian is making his return to the Boston area at The Wilbur. The city, Hamilton said, holds a special significance for his career as a comic.

“Hey, I’m Just Like You” takes listeners through the sisters’ young adulthood in the span of a thirty-eight minute run time. The songs are relatable and empowering — many are reminiscent of the pop-punk band Paramore. Some tracks are so edgy they would fit in perfectly on the “Ten Things I Hate About You” soundtrack. 

Comedian Jen Kirkman is at her best when she’s on stage, by her stool, telling a conversational story to the audience. She leans forward, and the audience immediately follows, entrapped by her words. Even...