That kind of reminds me, #1 Dakota82. I believe that was the very first question I asked when I joined.

Momentum is good, but unless it is a very short hill, don't arrive at the beginning with your legs burning and your lungs heaving.

Once you get comfortable with the new bike, you might consider clipless pedals. I used to have the problem of hitting the hill in high gear and suddenly dropping into low. There was so little resistance at first that my feet came flying off the pedals. It was an unpleasant sensation. Also, being clipped to the pedals lets you apply at least some power for the full cycle. It can actually make a difference on a hill. Put clipless pedals off till you get very familiar with both the bike and riding on streets.