Cameron began playing amateur soccer with local clubs such as Vaughan Rockets, and Wexford Warriors where he won the Ontario Cup. In March 1999 when he turned 16 he began his soccer career with London City in the Canadian Professional Soccer League. He made his debut on May 28, 1999 against the North York Astros where he scored his first goal. Cameron continued playing with London until he began college soccer with Humber Collegein 2001. After finishing his college soccer season he signed an amateur contract with York Region Shooters making him eligible to come back to play college soccer. He made his debut with the club on May 24, 2002, but failed to secure a postseason berth. At the end of the season the York Region Shooters merged with Glen Shields Sun Devils and became the Vaughan Shooters. This time with the Shooters he helped the team reach the Rogers Cup finals but lost 1-0 to the Brampton Stallions. He returned to play college soccer with Humber, where he was named captain and as well the team MVP. With Vaughan he again helped them reach the finals but lost to Toronto Croatia 4-0. In 2005 for the third straight year the Shooters reached the CPSL Championship finals, but again lost to Oakville Blue Devils to a score of 2-1. On April 18, 2006 he signed with the Toronto Lynx of the USL First Division. He made his Lynx debut on April 22, 2006 in 2-0 loss to the Virginia Beach Mariners. He helped Toronto to a 10-game undefeated streak at home a franchise record, and helped reach the finals of the Open Canada Cup, but lost to a score of 2-0 to Ottawa St. Anthony Italia. Once the season came to a conclusion the Lynx franchise dropped two divisions down to the USL Premier Development League resulting in many players to be released from their contracts. He remained with Toronto and renewed his contract. He played in a Toronto FC reserve match as a guest player on September 30, 2007. In the 2008 season he helped Toronto clinch a postseason berth for the first time since the 2000 season. On May 14, 2009 Brampton United announced the signing of Medwin for the 2009 season. During his tenure with Brampton he helped the club reach the playoffs for the 2009, and 2011 seasons. In 2017, he played indoor soccer with Portugal AC in the Arena Premier League.
Personal life
He is the grandson of the Welsh international footballer Terry Medwin.
