I WISH my supervisor had been more "pushy" with me early on, as I feel like I am quite behind and have wasted time faffing about with things that someone should have told me were time wasted. I needed more direction. But, hey, at least I learnt something, right??
The only time I think "pushy" can be bad, is when it is coupled with micro management. It is one thing to expect results and to guide your staff and students towards them, whilst still allowing them autonomy. Quite another to be over their shoulder, second guessing every move they make!
I work well under pressure as well and who knows by the end of my PhD i would be good with time management and meeting deadlines.