Not just on personnel but how his team approaches this one.
When they played each other a few weeks back, Dundee managed to nullify Raith’s possession-based game.
They did that by letting them keep the ball in areas that wouldn’t hurt them.
That worked, so will the manager look to frustrate their opponents again?
With attacking players like Jason Cummings, Charlie Adam and Paul McMullan, Dundee are always going to create.
That’s how it went at Dens on the second last game of the season where Dundee won 2-1.
Or will he just go for it?
Ashcroft and Fontaine will be key
JIM SPENCE: Winning Scottish Cup would be icing on cake of European riches for Dundee United or St Johnstone
Dundee United and St Johnstone could both be celebrating again this weekend.
This season’s Scottish Cup offers glory, silverware and a possible pot of European cash to push the winners ahead of other clubs next season.
It’s estimated that European entry from lifting the trophy could be worth up to £3 million.
If that figure is anywhere near true then, if Dundee United and St Johnstone can book an historic return bout, winning the cup could be just the icing on the cake of European riches.