In 2019, he was banned from several mainstream social media platforms for violations of their policies, including Twitter, Facebook, Instagram, and YouTube.

[13][17] In 2009, he played the lead role in the romantic comedy film All's Faire in Love, co-starring with Christina Ricci.

[18][22] This led the University of Connecticut to cancel an upcoming show, and Benjamin's talent agency dropped him as a client.

In February 2018, Benjamin used a racial slur onstage in a performance in his hometown of Saranac Lake, New York, and more venues cancelled appearances.

During various points in his live streams, Benjamin repeated anti-Semitic conspiracy tropes, referred to gay sex as "degeneracy", and called Barack Obama a "nigger".

"[8][29] Mandel has said that Benjamin has posted fabricated writing from the Talmud and spread antisemitic conspiracy theories, including Holocaust denial.

[32][33] Twitter banned Benjamin in 2018 after he made disparaging tweets about gun control advocate David Hogg.

[36][37] In January 2020, Benjamin and one hundred of his fans announced their intent to sue Patreon for $3.5 million for banning him from the platform.

[35] In July 2020, a judge on the San Francisco County Superior Court denied Patreon's request for a preliminary injunction in the case.

[38] In March 2020, The Daily Dot reported that Benjamin had been attempting to circumvent his social media bans on several platforms to spread disinformation regarding COVID-19.

[39] Following a November 2020 report by extremism researcher Megan Squire, DLive suspended several accounts including those belonging to Benjamin and Fuentes.