I think it's pretty unusual to do a 360 but not be able to clear both wakes, but doing 180's before you are able to clear both wakes is pretty standard in my experience. Most of my posse is in that spot right now, and that is also how I progressed. I was doing hs and ts one wake 180's fakie and normal before I could get both wakes on a jump.
[Just landed my first 2 wake 180 (normal foot, heelside), my first toeside 2wake jump and my first fakie heelside 2wake jump today! A good day! yeah!]
Thing is, it only takes a couple inches of air to do a one wake 180 if your timing is right.
I just keep working on the basics everyone chants on this board like a mantra: Progressive edge, stand tall, handle low and close". My jumps slowly but steadily get bigger and more consistant.
Go big or go small, but go often!