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"I make love like it's my job... I always arrive 15 before anyone else."

A hybrid combination of nerd and sociopath are what make up the humor of comedian Jack Lees.

Jack's stand-up is best categorized as niche comedy.  Jack's humor is cynical and dark with just a hint of geek.  Some thinking is required from an audience in order for them to appreciate each joke.  Jack's performance may contain offensive or blue material, but without offensive or blue vocabulary.  Jack does not use profanity in his jokes.  He wants his jokes to be risky on their own merit, without the help of swear words.  Any blue material is performed with a clean vocabulary so the audience can make it to the punchline without being turned off by dirty words.

On stage, Jack presents himself as a comedian with no morals. Off stage, Jack is nice, polite, and very approachable.  Jack sometimes breaks character with a comment about a joke, to interact with an audience member, or just to smile.  This relieves the tension between Jack and anyone who thought he wasn't joking.  It is a comedy show after all.

The Boston Phoenix Maddy Myers writes, "...he did have some great one-liners. His standoffish stage persona made him come across as a serial killer version of Mitch Hedburg, which I suppose was intentional because he lists Hedburg as one of his influences."