Pasquesi was born in Chicago and raised in Lake Bluff, Illinois. He graduated from Lake Forest High School.
Pasquesi starred in the short film Regrets that premiered An Event Apart, and co-starred in I Want Someone to Eat Cheese With. He wrote for Exit 57 and Strangers with Candy, co-wrote and appeared in the Spike TV series Factory, and co-wrote and co-starred in Cop Show. In 2009, he was in the cast of Angels & Demons, where he played the character Claudio Vincenzi. He co-created and co-wrote the new show Merkin Penal. Similarly to his role of "Meat Man Stew" in Strangers With Candy, Pasquesi plays "Knife Man" in At Home with Amy Sedaris.
Pasquesi has performed at The Second City, iO Theater, Improv Institute, and Annoyance Theatre, and studied under Del Close in the early 80s and became part of the first iO Harold team "Baron's Barracudas". He appeared in four mainstage revues at Second City as well as in plays at the Steppenwolf Theatre and the Goodman Theatre.

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