Interesting point. I think what LJ has done by playing the diamond or whatever it is , is making 4 new positions for his favoured midfielders..
Winchester - not quick enough for right wing or strong enough for centre mid , can dribble and make incisive passes, tackle and cover back so make him inside right wing centre mid
Kelly - as said above got in jones way. Doesn't have the pace or passing ability for creative centre mid but can tackle and pass short both forwards and sideways and always be in the right place to pick up the scraps or a pass from another player. so make him central back mid.
Jones - the best of the bunch in my opinion so let him do it all.. Run with the ball, pass it, cross it beat players, defend and take free kicks - outside/ inside *left / centre mid wing back.. *Can also replace left with right if required
Philliskirk - not strong enough to play up front on his own or in a pair, or to play in central mid. Not quick enough to play wide. can pass , dribble, shoot, fall over expertly , tackle back and run forever and head it. So play him number 10 1/2 behind a front two - sorted, world beater
Which I think says I mean we have a very good manager in the making.