Tom Segura brings his particular brand of deadpan, self-deprecating comedy to the Pearl Theater, a room built with comedy and concerts like this in mind. Known for his podcast work with "Your Mom's House" and a string of Netflix specials, Segura has a way of turning mundane observations and his own neuroses into bits that land because they feel uncomfortably relatable. His delivery is slow-burning, almost conversational, which makes the punchlines hit harder when they come.

The Pearl's setup gives you that mid-size theater feel — close enough to catch every facial expression and timing beat, but still big enough to have the energy of a crowd laughing along with you. Expect material that ranges from parenting and marriage to the weirder corners of pop culture, delivered with the kind of bluntness that's made him one of the more distinct voices in stand-up right now.