In 1880, Benson began to study at the School of the Museum of Fine Arts, Boston under Otto Grundmann, and in 1883 at the Académie Julian in Paris. He enjoyed a distinguished career as an instructor and department head at the School of the Museum of Fine Arts, Boston. He was a founding member of the Ten American Painters, American Academy of Arts and Letters and The Guild of Boston Artists.

Modern and minimalistic, Benson seamlessly blends in with any type of room to be a part of your home Partying - Benson finally cut loose after successfully asking Audrey out in " Party Re-Pete", after he was abducted by Party Savers and forced to serve them in clone-form as "Party Benson." By the end of the episode, Mordecai, Rigby and the "Real" Party Pete all admit Benson is the best at partying. He does share some negative things with the two, such as with Mordecai of having broken up with his respective first girlfriend, and with Rigby of having humiliated on national TV and tense relationship with their fathers. It is also revealed in Gold Watch that Benson loves wings, although they seem to put him in a drunken state every time he eats them, which is also revealed in the episode " Dodge This". Benson knew about " the coffee girl" in " Yes Dude Yes," even though he hasn't seen Margaret face-to-face.In search of making sure Benson got the date right, he figured out this experiment was not made to study the park, but the workers themselves. His workers eventually find Benson and they all work together to escape the dome. After escaping, they run into Mr. Maellard, who tells them that the plan was to basically play them as fools them the whole time, and proceeds to cover it up with the idea that it would "prepare them for a zombie apocalypse," which they didn't believe. Mr. Maellard covers it up again by saying he felt like doing so because "he was rich", which the group easily took as an "honest answer". After this, the dome experiment seems to be "finished", but wasn't, as it was part of an ongoing experiment called the spark initiative. It is likely Benson is now the owner of the park by the final episode. Although this is not officially confirmed.

The name Benson was taken from J.G Quintel's student film " The Naive Man from Lolliland", because the Lolliland Man's driver is named Benson (who looks nothing like Benson from Regular Show), later used for the gumball machine manager in the series. However, in " Real Date", it is revealed Benson is apparently still single, meaning that they aren't dating yet, despite growing closer to one another. With well-living designed at its core, the lamp easily accompanies you throughout your day, bringing joy everywhere you go He also does make some important points with them, such as when Margaret was "engaged" and Mordecai was really depressed, he told Mordecai in a firm tone that he had no right to be depressed, especially since he never told Margaret how he really felt, but then kindly told him to confess his feelings just to get closure. He was also empathetic to Rigby when he was humiliated on a game show and provided care for him at his apartment and in " The Lunch Club", he empathizes on how it feels to have a tense relationship with their fathers. Despite their love-hate relationship, he draws inspiration from the duo. For instance, they stand up and fight the criminal group to retrieve the items they stole, something which he was unable to do previously.Benson is one of five Park Employees to get fired and then rehired. The other four being Muscle Man, Mordecai, Rigby, and Hi Five Ghost. Out of all of them, it only happened to Benson once where he was fired by Susan but was about happen a second time when he was almost fired by Pops for his anger. Benson can be crabby around kids revealed in " Fuzzy Dice", and (possibly) " Just Set Up the Chairs". When they're on their own, Benson seems to treat Mordecai with more respect and trust than Rigby. Anytime when Benson gets angry at them it is either as a duo, or it's just at Rigby. One example is in, " Terror Tales of the Park II" when he got in a pushing match with Rigby. Benson's animosity towards the duo tends to stem from Rigby's behavior. He recognizes Mordecai's ability to get his job done if not for Rigby's bad influence on him.