O'Connor started his career by uploading videos on
skateboarding to YouTube. By age seventeen, he was making videos on his channel CosmicSkeptic commenting on philosophy, religion and political topics like the
2016 United States presidential election. He started the
Within Reason podcast (formerly called
The Cosmic Skeptic Podcast) in 2019. His guests include
Richard Dawkins,
David Deutsch,
Sam Harris,
Jordan Peterson,
Carlo Rovelli, and
Slavoj Žižek. In October 2023 he interviewed the
conservative journalist and commentator
Peter Hitchens about
drug decriminalisation,
secularism and the
British monarchy. Hitchens abruptly ended the interview and expressed his "active dislike" of O'Connor before leaving. O'Connor has participated in debates at the
Oxford Union. In January 2025 he was featured in an episode of the American political debate series
Surrounded by
Jubilee Media, where he debated 25
Christians on the
existence of God and the veracity of the
resurrection of Jesus. ==Views==