Hey Josh,
It does take time... and tons of practice. I would come in on days off and practice rolling for an hour just to get the time in on it that I needed. I'm still not great by any exageration, but I'm a lot more comfortable with it.
My advice is to come early and stay late and work on rolling when you can. Seek the advice of others, as many as possible, but don't dwell and talk too much about it. Get it good and clear in your head what you need to work on and then WORK on it. Doing It is the only thing that will get you comfortable with it.
PS: I was at it for 3 months before I quit worrying about it, so don't let time be a factor for you... take all the time you need to get comfortable with it. Everyone is on your side to help you and let you get it right... so don't worry about what other's think either. What they are most likely thinking is "Hey! That was pretty good! He's getting better all the time!"
Good luck and keep going!