The highlight of this team's existence, it appears, was to reach the Scottish Juvenile Cup Final, and an incident in August 1939 where the police investigated an attack on the Rosewell goalkeeper, accused of letting the side down during a 10–2 defeat.

In this competition, Whitehill Welfare have knocked out Albion Rovers (1986–87), earned replays against three Scottish Football League sides.

The pinnacle of the Whitehill success saw the team, led by player/manager Dave Smith, being unbeaten in over 36 games in local competitions before playing against Celtic in the 1995-96 tournament.

[4] The 2012–13 season saw the return of Mike Lawson, who guided the team to the SFA South Region Challenge Cup and completed the double by winning a 16th East of Scotland League title before leaving for Spartans under a cloud, taking 13 players along with him.

[5] As of 6 August 2024[6] Note: Flags indicate national team as defined under FIFA eligibility rules; some limited exceptions apply.