The last Rangers boss to suffer a 7-1 humiliation managed managed to survive with Scot Symon's time at Ibrox coming to an end a decade after being on the wrong end of that scoreline against Celtic in the 1957 League Cup final.
The infamous Berwick Rangers cup shock that came in 1967 was just too much and he essentially paid the price. But that 7-1 scoreline was a stain on the club, as it is this morning following Liverpool's humiliation.
Giovanni van Bronckhorst is now under huge pressure as the Dutchman joins Pedro Caixinha in suffering a European disaster with the Portuguese losing to Luxembourg minnows Progres Niederkorn in his first full season in charge. He also battled on but the writing was on the wall from that moment. Scottish football has suffered many lows in Europe and here Record Sport takes a trip down memory pain to recall some of the most harrowing continental cock-ups over the years in the wake of Rangers' Champions League shellacking.
AZ Alkmaar 7 Dundee United 0 (2022)
It remains to be seen if Giovanni van Bronckhorst will pay the ultimate price for Wednesday's debacle but it's fair to say Jack Ross never really recovered from this Dutch drubbing. Leading 1-0 from the first leg the Tangerines travelled across the North Sea with real high hopes but it went horribly, horribly wrong. Ross had barely been in the door at Tannadice and was soon heading for the exit with a nine-goal thumping by Celtic following shortly after.
Kilmarnock 0 Connah's Quay Nomads 2 (2019)
New Rugby Park manager Angelo Alessio endured a nightmare home debut in 2019 as the Welsh underdogs overturned a 2-1 first-leg deficit. Rugby Park was hosting its first European tie in 18 years and two second-half goals, coupled with a red card for Stuart Findlay, saw Killie fans come crashing back to earth following the highs of the Steve Clarke era.
Sligo Rovers 2 Motherwell 0 (2022)
Move over MyPa-47 - the Steelmen have a new entry atop their worst ever Euro night. Yes, the mishap against the unknown Finnish side 26 years ago stings but the 3-0 aggregate defeat to the League of Ireland side led to Graham Alexander exiting Fir Park. The 1-0 defeat in the first leg was bad but, perhaps, an undercooked Motherwell would come good at The Showgrounds in the second leg. They were abysmal again as Sligo outclassed and outhustled them from first minute to last.

And it's not a great sign when two of Scottish football's European entrants are suffering their European nadir at a time the country coefficient rising. Let's hope this season is a wake-up call for some.
Progres Niederkorn 2 Rangers 0 (2017)
On a truly mortifying night, it's hard to believe the embarrassment increased after the match as Pedro Caixinha was captured rucking in the bushes with irate Rangers fans. The travelling Light Blues army were right to air their grievances after seeing their team unceremoniously dumped out of Europe by minnows from Luxembourg. But the real shame happened well before the Portuguese bullfighter saw red after the match.

Rangers fielded a patchwork side of new signings and others not fit for purpose but there's no mitigating circumstances that can legislate for being outfoxed by a side like Progres. Yes, there were several near misses as Kenny Miller was left aghast as the crossbar denied him twice but, in truth, Caixinha's Rangers were not good enough to compete on the continent after their first leg win was wiped out. Goals from Emmanuel Francoise and Sebastien Thill sparked the beginning of the end for Caixinha. And better has certainly followed in Europe under Steven Gerrard and Gio van Bronckhorst.
Artmedia Bratislava 5 Celtic 0 (2005)
The summer of 2005 was a time of change for Celtic as a host of new signings followed after Gordon Strachan replaced Martin O'Neill, the legendary Hoops boss stepped down for personal reasons after five years at the helm. But the Parkhead faithful were instantly pining for the energetic Irishman after Strachan suffered the ultimate nightmare against the unfancied Slovakians in Champions League qualifying.
It was Keystone Cops for Celtic as Juraj Halenar helped himself to a hat-trick. Imposing double act Bobo Balde and Stan Varga were reduced to a gaffe-packed display as new arrivals Mo Camara and Maciej Zurawski failed to shine. Strachan trudged off in Bratislava with his head in his hands but it all worked out fine...in the end. Celtic would restore some pride by winning the second leg 4-0. Strachan secured three consecutive titles and secure two trips to the last 16 of the Champions League. Not too shabby after the inauspicious start.
Hibs 0 Malmo 7 (2013)
Pat Fenlon's reign was certainly a strange one, two consecutive runs to the Scottish Cup Final undone by one-sided beatdowns against Hearts and Celtic. Giveth and taketh away. And then there were the disastrous defeats such as the ones inflicted on them by the Swedes. A proper one-sided mauling against a Hibs team which possessed a host of established stars who proved incapable of stopping Malmo in full flow. The boos inside Leith's famous old ground when Miiko Albornoz made it 4-0 before half time encapsulated the ire the Hibees were feeling.
The result was the beginning of the end for the embattled Irishman who struggled on until November 2013 before he left Easter Road. And it didn't improve much as Terry Butcher failed to spark a response in a season which ended in relegation after being defeated by Hamilton Accies in the playoff. Ouch.
Aberdeen 1 Sigma Olomouc 5 (2009)
Mark McGhee returning to Aberdeen should have been a celebration - an iconic player heading back to the club he won the European Cup Winners' Cup had all the hallmarks of a true feel good story. But it didn't work out as McGhee instantly irked the Granite City faithful by announcing succeeding pal Gordon Strachan at Celtic was his first choice. Jeez, what a way to start.
And if that was bad then the 8-1 aggregate trouncing against Czech side Sigma Olomouc was a true disaster. And it all started with the 5-1 slapdown at home in the first leg. Aberdeen were truly awful in the second half and shipped four goals after the break to leave the natives instantly restless. McGhee managed a ninth-placed finish in his first season and remarkably soldiered on for 18 months until Celtic blitzed his Dons 9-0. But the warning signs were ringing against Sigma and never stopped.
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