First Episode of This Might Get Awkward Has Arrived!
My new podcast with Second City has debuted, and our first guest is Amanda Knox.
The first episode of This Might Get Awkward has dropped! The legendary comedy institution The Second City debuts the limited podcast series THIS MIGHT GET AWKWARD, featuring yours truly and comedian Allison Reese.
The first episode features criminal justice freeform activist and author, Amanda Knox [watch full episode here].
Vice President of Creative Strategy, Innovation and Business Development at The Second City, Kelly Leonard previously shared “In improvisation, we teach the need to be free of judgement - judgement of self and judgement of others - in order to make something out of nothing. That’s what this podcast is attempting to do. We don’t need to sacrifice our morals or integrity to engage humans who may think differently than we do. More “Yes, And” and less “No, but.”
Additional confirmed guests include clinical psychologist and author Caroline Fleck, political commentator and digital creator, Aaron Parnas, Congressional candidate Aaron Dimmock, reproductive activist Loretta Ross, and social psychologist Kurt Gray.
The Second City opened its doors in 1959 as a small comedy cabaret and has since grown to become the world’s most influential name in improvisation and comedy, celebrating its 65th year in business in 2024. The Second City’s stages, Touring Companies, and Training Centers across North America have proudly been the launch pad and artistic home for many of the funniest performers, writers, directors, and comedic minds on the planet. For decades The Second City’s corporate education and entertainment arm, Second City Works, has supported global businesses using the same methods pioneered on its stages to drive individual growth and organizational improvement.
See full press release here.
See trailer here:


