Vine (2013–2017) After
dropping out of community college two times and taking
improv classes, Gooden joined
Vine, a six-second video platform, in 2013. Gooden's videos ("Vines") were short
comedy sketches—his first viral Vine depicted a
Venn diagram of him and his favorite shirt, which both had in common a "mortal enemy" in
Jeff Daniels. He described Vines as spontaneous, "the video equivalent of a
tweet". Gooden created what would become his most popular Vine in 2016. On the way to work in
Arizona, he asked his girlfriend to record him driving past a
"Road Work Ahead" sign and saying, "Road work ahead? Uh, yeah. I sure hope it does." would later be described as one of the "most recognizable videos on the internet," although
The Atlantic also called it "passably funny". Gooden remained known for the Vine several years later, calling it his "catchphrase" and selling
merchandise based on it; he was recognized at
VidCon as the "Road Work Ahead guy". He also found it annoying and wanted to separate himself from the video. According to him, the Vine was never as popular when Vine was still active but spread through Vine compilations on
YouTube.
YouTube (2017–present) (right) on their "We Are Two Different People" tour in 2019 Gooden experimented with different formats and types of videos. As he had wanted to transition to longform content, Gooden's initial idea was to create longer comedy sketches that were similar to his Vines. He eventually settled on being a commentary and
reaction YouTuber and his following slowly began to rise again. Gooden's breakout video was a highly critical review of
Jake Paul's live show, uploaded in June 2018. Unlike his other videos, which then averaged one hundred thousand views, the review was viewed four million times in one month. He reached
one million subscribers in October 2018. Gonzalez also started a commentary channel on YouTube and the two began traveling to appear in each other's videos, becoming close friends. Gooden said that making videos with Gonzalez was more enjoyable because
they did not require a script. A
running joke between their fans is that they pretend to confuse the two YouTubers together, but as of 2023 neither comedian appreciates this joke. This inspired their We Are Two Different People Tour in 2019, with YouTuber
Kurtis Conner as a guest star. The tour, with music, effects, and theatrical elements interspersed with sketches and comedy routines, was their first major
live performance and ran from September to October. The two also released a
parody song called "We Are Not the Same Person" to promote the tour. Gooden was a Featured Creator at the 10th Annual VidCon. Three years after starting YouTube, Gooden began creating content full-time. In 2021, he won a
Streamy Award in Commentary. Gooden was nominated in the same category
the next year but lost to Gonzalez. == Content and reception ==