Career
He is a product of Hamiltons youth system. He signed a YTS contract with Clyde in July 2007, and made his senior debut on the 18 August 2007, coming on as a substitute against Partick Thistle in a 4-0 defeat in the Scottish First Division. He signed his first professional contract in May 2008.
In December 2008, he joined Stenhousemuir on loan for a month.
He made four appearances in total for the Warriors. He then joined Stranraer on loan until the end of the season in January 2009, along with Jordan Murch.
However, the loan was terminated early and he returned to Clyde after only three appearances. Connolly was released by Clyde in June 2009 along with the rest of the out of contract players, due to the club"s financial position.