Gerry has been in the Halifax comedy scene since the age of 21. He started his stand-up comedy career at the now closed Ginger`s Tavern in Halifax through fellow veteran comedian Paul Ash. He performed with the stand-up group "Comedy Dawgs" throughout Nova Scotia from 2005 - 2007. Gerry has also helped provide funding for non-profit organizations such as the Canadian Cancer Society & Youth Project for the LGBT community.
Gerry has opened for several professional comedians such as Shawn Majumder ('This Hour Has 22 Minutes'), Tracey MacDonald (“Star Search” winner), Dylan Rhymer & Tracy Smith (from 'Comedy Now!'), Nathan MacIntosh (2009 Canadian Comedy Award winner for 'Best Newcomer') and Doug Stanhope (host of 'The Man Show' & NBC`s 'Late Friday').