I bought a stringway and taught myself to string. Great machine.
My favorite setup so far is Technifibre X1 biphase 16 in the mains, and Technifibre Red Code 18 in the crosses. I go 52 on the biphase, and 50 on the red code crosses. Dunlop silk is not good.
The great thing about a stringing machine is that you can experiment with different strings and tensions.
If you go on youtube and search for yulitle stringing you will find a whole series of videos that this guy made about how to string. I taught myself with his videos and another set by a guy named drakulie who is like the Roger Federer of stringing.
I do not regret buying a machine at all.