It really depends on the type of typing that you do and what your "go to" keys are. For me, most of my typing is text so I didn't find the transition that difficult. I don't need dedicated arrows and since my main machine has typically been a laptop since 1996, I don't find having to use the function key to access certain keys a big deal.
My business partner on the other hand, says that he has to have the 10-key and likes having dedicated keys for dedicated functions, such as the arrow keys. It boggles his mind to see me use complex key combinations.
I was shy of the 60%, thinking it was too small, so I started with the KBT Race (75%) and then moved to the 60% and haven't looked back. The only confusing part now is switching
between 60% boards and remembering what the function layers are. Pure, Poker, HHKB all have different fn layers.
The only way to know for sure if the form factor is good for you is to try it. If it's not you can sell it, or use only when you're typing a blog post, or long e-mail/letter etc. I hope you find that you like it!