1999–2000 Scottish Second Division

The 1999–2000 Scottish Second Division was won by Clyde and ended with Alloa Athletic pipping Ross County to second place on the final day of the season thanks to a 6-1 win over Queen of the South, while Ross County could only manage a 2-2 draw away at Stenhousemuir. The top three were promoted as a result of league reconstruction. Hamilton Academical were relegated after they were docked 15 points for breaking league rules: with the players in dispute with the club management over unpaid wages, the team failed to fulfil a fixture against Stenhousemuir on 1 April 2000 at Ochilview Park.