Kai has opened on tour for Hasan Minhaj, Dave Attell, Russell Peters, Doug Stanhope, Josh Johnson, and Ralph Barbosa, wrote for Wayne Knight's upcoming sketch series, and was featured as a Comic to Watch at the 2023 New York Comedy Festival.

The New York Times Comedy Critic Jason Zinoman described him as a "smart, elite college, comedy nerd."

Kai's short documentary film received an official screening at the Chan Zuckerberg Initiative Center (Mark Zuckerberg's Nonprofit), where he was a featured speaker, and is set to be screened at Google, where he will also be a speaker.

Kai's podcast features Oscar Nominated Filmmaker Jed Rothstein, New York Times Comedy Critic Jason Zinoman, and Bestselling Author Esther Wojcicki (who invented Google Docs and is the mother of the CEOs of 23&Me and YouTube).

The podcast theme song was composed/performed by Grammy-Winning Musician Greer Baxter and the podcast cover art was illustrated by Time Magazine's Person of the Year Illustrator Jason Seiler, who were both also guests.