Charlie was first mentioned in the first video, The Old Christmas Rage , with Grandpa saying "Charlie ain't sending nothing [sic]. He was then not seen for several years but was occasionally mentioned in his brother's Throwback Thursday stories. Charlie's appearances became much more frequently in videos in when he moved into his father's new house. He was involved in multiple pranks and many vlogs.
For a number of years, Charlie had been estranged from his family due to his struggles with alcohol and drugs, including a arrest for possession of marijuana. During his stay, Charlie created a YouTube channel called " Charlie Chill " and posted videos of himself describing his previous addiction problems and saying he was a new person. Unfortunately, once his channel hit , subscribers in , the power reportedly went to his head and he began comparing himself to Kurt Cobain and saying how he had his subscribers eating out of the palm of his hand. When confronted, Charlie denied this and claimed that Jacob went into his room and drank the alcohol, but this was shot down by Michael and Angry Grandpa, with the latter kicking Charlie out of his house. After a major backlash from subscribers, Michael decided to let Charlie stay with him at the pool house. This proved to be a horrible decision as Charlie began drinking every night and also started posting updates on Facebook threatening to kill people. The following events were recounted by Michael during an interview with DramaAlert on late in the night of June 29, , the same day the incident happened.