In hindsight, the biggest issue I ran into switching keyboards was that I was too ambitious playing around with the key configuration. The configurability is a big draw but I took for granted that I had already built up years of natural tendency for certain things - which thumb I use for space, preferences for Ctrl/Alt/Command/Option, for Shift, etc.
The default for these keyboards probably don't 100% align with what you're used to, so you should directly map what you're doing currently over to the keymap of the keyboard and then you can fiddle with making it yours over time.
I will say that if you're not already a touch typer, then a split keyboard is not going to help and it will be more difficult to get used to.
edit: also, if anything, going columnar helped me actually consistently hit number keys!
Now I'm about a year and a half later and am up to 140wpm. I think the biggest problem for me on the standard keyboard is the bottom row index fingers and pinkies, the "natural" motion of my fingers lands right in between the two keys on those fingers so I used to make a lot of mistakes there, especially when typing fast.
They're worth it though!
In my case, going from a regular keyboard to a split one like he Raise[1] took me 10 minutes of adaption time. My second split one was (is) a columnar (the Defy[2]), and I must confess that the adaption time was something like three days. Mostly because I kept failing to correctly push a few keys (like the C). Now I can indistinctly work with a columnar or a stagged one with zero problem. In fact, I usually use both types many days.
That said, I thought that the change would make me feel more comfortable, but to be honest in my case the difference is not big at all.