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It will work to a point. Think of day to day work, a new calm gaffer is great for morale. But eventually folk take liberties. He definitely needs to stamp his mark, and he will learn I am sure. I was given a first manager job at 27 and it was a sharp learning curve
It's a good tactic for managers to not go straight in the dressing room and to let the players have a few minutes to let off steam with each other. In the meantime the manager can have a chat with his No 2 to work out why things may not be going to plan and then act accordingly. Sometimes changing one or two players and/or the formation can make a big difference. JD and LG's substitutions and going to four at the back worked really well in the 2nd half and it was nice to see a Plan B pay off.
So far why I’ve seen from Dempster is that more often than not the starting line-up and/or tactics have not worked for the first third of games. However, he has been able to adapt effectively as a game goes on. I think Lee Glover has played a massive part in that too.
However, he will obviously not want things to continue as they have so far, giving away a third of a game before working out what to do.