Thanks @terran Dollar Cost Averaging is exactly what I was looking for, without knowing it. I figured the more I could invest on a regular basis would get me closer to being able to buy at a lower stock price so it evens out the purchases at a higher price. I think I will stick with twice monthly for now.
@Cycling Stache, I have a weird set up in that my Vanguard money comes out of my ER fund. Right now I have too much money in my ER fund, so I'm investing that "extra money" until I get to only 1 year living expenses.