Everyone's work style is a bit different. Buying what other people recommend sometimes works out, but other times doesn't. Other people approach problems differently, have different machines, etc. I suggest picking some simple starting projects (lathe height gage, machinist hammer, or something you want to build as long as it's relatively simple). Then patiently get started. Try to figure out how to do it with what you have, but realize that sometimes you'll need something new - that's how you figure out what *you* need.
I have a very rarely used Haimer Taster indicator in my drawer that cost ~$500 years ago because a friend insisted that I needed one...
On another note, when you do buy, I recommend never skimping on cutters, vises, or safety gear, but you can get away with a lot of cheap stuff most other places. Favor spending your hard-earned dollars on tools that will still work for you if you later get different machines. Be parsimonious with purchases that are machine-specific.
GsT