His critics were quick to point out that his team had been knocked out of every cup competition they had been involved in.
So the Ramsdens Challenge Cup semi-final against Stenhousemuir at Ochilview on Tuesday night may not be the biggest match the Gers have ever been involved in.
But it is important that they win it, progress to the final and pick up the trophy.
There is no doubt that Ally and his players would like to win it for their loyal fans.
It would also help to create a feel-good factor at the club that the players could feed off going forward.
The players could go down in history as the first Rangers team to win the Challenge Cup.
The last thing Rangers need at this moment in time, with all the difficulties off the park, is to lose a semi-final to Stenhousemuir.
I am sure Ally and his players will be taking the fixture, which will be played on an artificial surface, very seriously indeed.
One thing is for sure, they will have to defend a lot better than they did against Brechin last weekend.
Their play at the back in the first half was horrendous. To give an opposition player a free header in the six yard box at a corner was dreadful.
The Rangers defence has, too, been excellent this season. I am sure they will have a point to prove in their forthcoming games.
But they displayed a quality that my old boss Jock Wallace was always very keen to see - character. I am sure they will be good enough to make it through to the final.