re: If I start investing would it be better to dump a bunch of money all at once

Someone here did an analysis on this recently, and quite simply, the market goes up more than it goes down. So, lump sum is best.

That said, psychologically, it's tough to dump everything at once when the market is at an all time high after a recent run up. I should know, I've been holding a big chunk of money that I wanted to invest since January, but have been so hesitant (I've invested small amounts here and there but still have a good amount in cash waiting for a pullback).