On January 26, 2003, the day of Super Bowl XXXVII, Milonakis decided not to attend a friend's Super Bowl party and instead recorded a video titled "The Super Bowl Is Gay". He posted the video to the website AngryNakedPat.com, and within two weeks it went viral. A writer for ABC's new late-night show, Jimmy Kimmel Live!, spotted it and got Milonakis on the program. At the time, Milonakis was working as a tech support staffer at a Manhattan accounting firm.[8][9][10]
Milonakis first started rapping on YouTube; his first song was called "The Andy Milonakis Rap". He was in Three Loco, a group that also included rap artists Dirt Nasty and Riff Raff, but on September 26, 2014, he announced that the group had broken up.[11]
From 2014 to 2015, Milonakis hosted and starred in a cooking show called "Fat Prince" on Munchies, a YouTube channel that is part of the Vice network.[12] In each episode, he and a changing cast of chefs combined cheap ingredients with expensive ingredients to make a unique meal.
In December 2016, Milonakis announced he was joining the Baited podcast, with YouTubers Anything4views and Keemstar.
Throughout 2017 and 2018, Milonakis was heavily involved with livestreamer Paul Denino, better known as Ice Poseidon, appearing in his livestreams and associating with his CX Network.
^Silver, Stephen (February 6, 2013). "'The Super Bowl is Gay' Turns 10". TechnologyTell. GadgeTell. Archived from the original on September 6, 2017. Retrieved February 8, 2021.
^ ab"Andy Milonakis (visual voices guide)". Behind The Voice Actors. Retrieved November 8, 2023. A green check mark indicates that a role has been confirmed using a screenshot (or collage of screenshots) of a title's list of voice actors and their respective characters found in its credits or other reliable sources of information.
