She went to Hebrew school. He went to Quaker school. They met at college school.
Shai and Brenden have been improvising together since 2021, when they both got into The Titanic Players, the only college improv troupe to win multiple national titles. They were trained by Mike Abdelsayed, director of The Comedy Clubhouse in Chicago and a former student of the legendary Del Close.
In 2025, Shai and Brenden started experimenting with two-person long-form, performing their first show, Challah & Oats Go Yeast Mode, on Northwestern's campus. Their second show, Kosher Cheesesteak, was performed at Next In Line Comedy in Brenden's home town of Philadelphia, and they recently finished a 3-show run at Ki Smith Gallery (Challah & Oats Eat The Banana) in New York City.
