Reggie Thompson-Lambe was born in Hamilton, Bermuda, where he resided before coming to South Kent. At the age of 16, Thompson-Lambe made his first appearance on the Bermudian National Team against St. Kitts and Nevis. He scored 4 goals in a match vs Saint Martin in 2008, as Bermud went on to win the game 7-0. This allowed him to join the Hillside with tons of confidence, as he was a part of the 2009 New England Championship team.
Thompson-Lambe commenced his professional career with Ipswitch Town, making two appearances from 2009-2011. Reggie Thompson-Lambe then made 7 appearances with the Bristol Rowers, as his play intrigued the scouts of Toronto FC. Consequently, Thompson-Lambe signed with Toronto FC later in 2011. In 54 appearances, he scored two goals, the most notable one coming against the Chicago Fire in 2012. Following his tenure with Toronto FC, Thompson-Lambe played for Nykopings in Sweden for a short stint, then bounced around many English teams through 2023 such as Mansfield Town, Carlisle United, AFC Sudbury, and more.