The national team has never progressed beyond the initial phase of a senior mens’ tournament, whether it be the World Cup or two previous European Championship appearances.
Scotland have it all to play for at Hampden, with a win guaranteeing Steve Clarke’s side progression to the knock-out stage for the first time in history.
But on no less than SEVEN previous occasions it has all been in the balance going in to the pivotal last match.
Here’s a look back at each and how they panned out from the most recent 23 years ago, way back to the national team's World Cup debut in 1954.
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9. 1958 World Cup - lost 2-1 vs France
Tommy Younger, Eddie Turnbull, Stewart Imlach and Eric Caldow were among the squad who headed to Sweden in 1958 - but they finished bottom of a section including Paraguay and Yugoslavia. A win in the last game would have taken them through - instead France topped the group with a 2-1 win. Photo: Keystone
10. 1954 World Cup - lost 7-0 vs Uruguay
Scotland's first World Cup campaign ended in a heavy defeat with the national side bottom of a section including Austria, Czechslovakia and the South Americans who hammered seven by Fred Martin in Basle with no goals scored in Switzerland. Photo: Edward Miller