From Limerick, Boatclub began his artistic career as one half of the Irish comedy hip-hop group The Rubberbandits, who wear plastic shopping bags as masks to conceal their identities.

[3] While at school, he met Bob McGlynn and formed the satirical comedy pairing The Rubberbandits (performing under the pseudonyms "Blindboy Boatclub" and "Mr Chrome" respectively).

[14][15] Originally touring and performing as part of a duo, Chambers (under the name Blindboy Boatclub) has produced a number of "solo" works, including a podcast which covers topics such as mental health, politics, culture, music, and history.

[7][16][17] The podcast has also included interviews with people such as Bernadette Devlin McAliskey, Spike Lee, Sinéad O'Connor,[18] Emma Dabiri, Colm O'Gorman, Cillian Murphy and other comedians, activists and academics.

[25] Beginning in 2020, Boatclub began a regular Twitch stream, which to date has featured him playing Red Dead Redemption II, while also creating live music using a combination of guitars, keyboard, drums, cowbell and his own ad-libbed vocals, and interacting with fans.