Ross County recorded a historic first-ever victory over Rangers at the 25th attempt in Dingwall on Sunday to leave Philippe Clement with plenty to ponder ahead of Wednesday’s rescheduled fixture against Dundee.
A 3-2 defeat in the Highlands left the Ibrox side four points adrift of reigning champions Celtic with games fast running out to overhaul their Glasgow rivals, with it now looking likely that the Gers will have to win the final Old Firm derby of the season at Parkhead to have any chance of lifting a 56th Scottish title.
The result also meant that Rangers have now lost at least once to every Scottish Premiership side in their history. With that in mind, GlasgowWorld takes a look back at the last time the Govan outfit were left dejected against fellow top-flight opposition.
9. Hearts 1 Rangers 0 - 29/02/20 (Scottish Cup quarter-final)
A feisty cup tie at Tynecastle went the way of the Gorgie club as Oliver Bozanic capitalised on a defensive mix-up to rifle home the only goal of the match just shy of the hour mark. This was a very strong showing for the men in maroon as they passed up a number of good chances to increase their lead. The result maintained Hearts' unbeaten record in all three home meetings with the Gers that season. | SNS Group
10. Livingston 1 Rangers 0 - 30/09/18 (Scottish Premiership)
The newly-promoted West Lothian outfit stunned Rangers to consign Steven Gerrard to just his second defeat in 18 games. Dolly Menga's low strike proved to be the difference between the two sides at the Tony Macaroni Arena, with Rangers lacking inspiration in the final third. This was one of their poorest displays under Gerrard to leave them sitting in mid-table after seven league games. | SNS Group
11. Dundee 2 Rangers 1 - 24/11/17 (Scottish Premiership)
You have to got back six-and-a-half years to the last time Rangers lost to the Tayside outfit. A second half brace from Mark O'Hara earned the bottom-of-the-table Dark Blues their second league win over the Ibrox side at Dens Park in consecutive seasons. Josh Windass has briefly levelled the contest but that was as good as it got for the visitors in a game that lacked real quality. | SNS Group