Chaloner's career in esports started when he provided commentary for an online Quake game in 2002.

In early 2005, he joined up with Radio iTG and attended events around the world including the 2005 and 2006 iterations of the WCG, ESWC, and QuakeCon.

Since leaving Heaven Media, Chaloner appeared as lead commentator at a number of high-profile events including the 2010 and 2011 WCG Grand Finals (in Los Angeles, United States and Busan, South Korea respectively), the AMD Heaven GamExperience (in London, UK) and the 2012 Intel Extreme Masters events in Kyiv, Ukraine and Hamburg, Germany.

[3] In 2015, he helped host the Dota 2 tournament The International 2015, which had the largest prize pool in esports history at the time.

[4][5] Richard Lewis and Chaloner hosted the CS:GO Major DreamHack Open Cluj-Napoca 2015.

[7] In June 2020, Chaloner announced that he would no longer be working in the esports industry following several allegations against him of personal assault and workplace bullying.