The pair have achieved success with their cut-ups of celebrities such as Alan Sugar and David Cameron to make parodies of their subjects.

Despite their success, Cassetteboy made no money from their videos due to their questionable legal status, until a revision of UK copyright law in 2014.

[9] In 2010, the duo helped judge entries for London Recut, a project to encourage amateur filmmakers to produce their own work about the city.

[2] In September 2015, Cassetteboy responded to the "Piggate" scandal (the claim that Cameron had once inserted "a private part of his anatomy" into the mouth of a dead pig's head in an initiation ritual) with the viral hit Gettin' Piggy With It.

They favour performing pop hits with additional voices for humorous effect, such as 50 Cent's "In Da Club" with Jeremy Paxman overdubbed.

[3] The duo have been approached by advertising agencies to make videos, but have been forced to refuse due to the resulting work being illegal.

The duo compared their edited parody of Dragon's Den to the live-action sketch by Harry and Paul, noting that the content was similar but the legal status significantly different.

[3] They take an ambivalent attitude towards copyright infringement as it prevents them from being paid while also allowing them to create work for free, and believe it cannot be effectively controlled.

[9] In December 2021, Cassetteboy remixed the satirical punk rock song "Boris Johnson is Still a Fucking Cunt",[15] which was in the running to become the Christmas Number One slot alongside LadBaby's "Sausage Rolls for Everyone".