Toe Clinching and Northwaves
This is interesting - I've had numb toe issues for a while and recently picked myself up a pair of Northwaves...definitely noticed more breathing room around the toes. But the best advice other riders gave me was to stop clenching my toes while riding.
It's almost a natural thing I do - especially if I am grinding through a big hill - but I try and level out my foot - take the pressure off my toes and pedal with more foot motion - and bada bing - all the numbness and pain is gone.