[4] Rogowsky gained notoriety as the creator of several viral videos, including 10 Hours of Walking in NYC as a Jew, and Taking Fake Book Covers on the Subway.

[6][7] Rogowsky's catchphrase, "let's get down to the nitty-gritty," was spoken at least once each episode of HQ Trivia, and is a quote from the song "AC/DC Bag" by Phish.

[10] In March 2019, Rogowsky began co-hosting ChangeUp, a baseball program broadcast on the subscription video streaming network DAZN.

[11] A month later, it was confirmed that he had stopped hosting HQ Trivia due to an inability to organize a scheduling agreement around the two shows.

[3] Rogowsky was selected to host a web-based trivia game for the antacid brand TUMS during the broadcast of Super Bowl LVI.

He started an Instagram account called Quiz Daddy's Closet in 2019 and sold some items to raise money for charity.