In November 2011, Toby was seen having romantic love affairs with Olga Kay. Olga Kay is also an internet personality, writer director and comedian. They dated each other for about half a year and they broke up in June 2012.
In 2015, Toby was spotted with Jaclyn Glenn. Jaclyn Glenn is also a YouTube personality. She is famous for her self-titled YouTube channel. He has expressed his desire to get married to her and be his loving spouse. He is not married and divorced yet.
After his high school graduation, Toby joined University of Florida with a major in telecommunication production but he was interested in filmmaking rather than telecommunication. He has been active in YouTube since 2006. He launched his YouTube channel Tobuscus on 14th of May 2006 under the title What I'd do with the Remote from Click. He is also famous for his video Don't Tase Me, Bro!. His videos are mainly related to comedy and popular culture. As a January 2016, his YouTube channel has 15.1 million subscribers and 3.4 billion views. He has also been active in acting since 2008. He made his acting debut in 2008 by starring the role of Father Michael Hutchins in the TV series, Stranger Things. He has been earning lucrative amount of salary and his net worth is said to be around $4.2 million.