Kits are a good way to get started, I went that route and highly recommend it. I still haven't picked up heat stabilizer. I've overcooked a few colors, but as long as I pay attention to the lighter colors and heat in small increments I don't have any problems. I've reheated chartreuse 7 or 8 times without stabilizer and without much color change by heating it in 20 second intervals. I highly recommend the X2 colorants as well. They are really great.
In general, there's only a little bit of a learning curve. Once you get your process down and how all of the equipment works, you'll be a pro. Each mold has its own learning curve as well, but as far as colorants, glitters, etc it's more about having fun experimenting.
I have one mold from Jacob's and it works great with the injector from Caney Creek.
As far as questions, there's lots to learn here on the forum. Use the search function or just look at old posts. It'll keep you busy for about a month.

Everyone here is super helpful, so feel free to ask whatever questions you have.