The Jamaican midfielder signed for City in 1999 from Seba United, and scored 11 goals in just under 100 appearances over 3 seasons. He was given a free transfer last summer after a disappointing season marred by injuries and drama. He was involved in a car accident two years ago in which Jamaican team-mate Steve Malcolm died, but after being acquitted of manslaughter he returned to Seba United.
Now he is set to join Livingston, who finished 4th from bottom in the Scottish Premier League last season.
Chairman Dominic Keane has confirmed the move: "We are waiting for Theodore's work permit and envisage no problems. If all goes well, we should have him in Scotland for the start of pre-season training."