Column: The best comedy of the year so far is on YouTube, the breath-stealing brilliance of Chicago’s Conner O’Malley

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Straying from high-energy exhortations to flop sweat, he’s cheerleading for a future everyone knows will not benefit him. It is a TEDTalk in hell.

I have never wanted to know less about the personal life or background of a performer than I have with Conner O’Malley. And yet there are a few things I do know: He is a comedian, in his late 30s, and was raised on the North Side and trained at Annoyance Theatre, where he met his wife, “Saturday Night Live” alum Aidy Bryant. I know he once worked for 1-800-GOT-JUNK, and that he wrote for “Late Night with Seth Meyers.

Like many of his videos, “Stand Up Solutions” came out of the blue, with O’Malley buried inside a character short-circuiting. He rarely plays Conner O’Malley, but embodiments of delusion. He always looks 90 seconds from a breakdown, even as his uneasy, toothy sunniness sweats to pretend that this dude?to be friends.

But the core of O’Malley’s comedy is always a very blue-collar Midwestern resentment, and at times embarrassment, a feeling of being left behind by gentrification. Ostentatious wealth is his target, but he rarely plays successful people. His characters are the people who want to believe the promises of billionaires, the people who pour their abandonment and instability into businesses that never have their backs.

 

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