Vailskibum originally started out as a 'theorist' of the hit Disney animated series Gravity Falls, a show known for hiding secrets and codes for fans to decipher. His videos switched from text to audio by 2014, and he became the leader of YouTube's Gravity Falls community. After the show ended in 2016, Vailskibum focused on other cartoons.
Before he created Vailskibum94, Vail had a club penguin channel called eaglefan246, which mainly had club penguin shorts and movies.
Vail has recieved a lot of criticisms from fellow YouTubers due to how his videos are being claimed misleading, short and of bad quality. Specificially a YouTuber named Avis Reviews created an hour long "channel analysis" where he makes several points on why he believes Vail's channel is bad.