McLeish knows a thing or two about winning big games at Rangers and clinched the 2003 Scottish Premiership title on goal difference and was also in charge for “Helicopter Sunday” in 2005.
Despite leading the Gers to glory in those massive games, McLeish thinks that the two play-off matches come with much more pressure because there isn’t just a league title at stake, but a whole club.
Rangers have been on a three-year journey back to Scotland’s top league and they are now within touching distance of completing that at the first time of asking and McLeish has said if the players can get to grips with the situation then they can come out on top.
"There is a huge difference because there is the chance for Rangers to get back into the elite division while we were trying to prove we were the best team in the elite division,” he said.
"Whichever team has the most bottle will win and secure a place in the Premiership.
"Whichever team copes with the enormity of the occasion will come out on top."
So far the Light Blues have managed the level of expectation in the play-offs well, especially with their home performances, and will be aim to do the same on Thursday night.
Former Scotland, Birmingham, Aston Villa and Genk manager McLeish has also been linked with a Rangers return but he wasn’t giving anything away with regards to his future and thinks if Stuart McCall brings play-off success then he would be favourite for the job full-time.