It could work but I highly doubt it.
Banes
- No wide passing range
- Vision? i.e. awareness of teammates and opponents
- Positional awareness
- Questionable fitness/stamina
- Still quick?
- Poor marking ability?
- Covering skill/sense?
It can still work in a midfield of three but in a two, I think it'll depends on his midfield partner to provide what's lacking.
Boons
- Can be discipline
- Short passes combos
- Flicks and skills
- Carry and drive ball forward
- Attacking instinct
- Can defensive-hold an opposing player
And I don't think being good at one on one is crucial in midfield battle. Also I'm not sure if Shaw is really that good at holding the ball (big difference between holding in the centre as midfielder and near the touchline as LB).
The banes stated earlier are my observations of Shaw under Ole (caretaker and manager period), contrast to Mourinho's more "defensive" i.e. closed ended and deeper positions system where he has less emphasis on more "work".
Have to see Shaw first play there so can judge better.