There's no substitute for hands on experience. And there's no substitute for a good teacher. If you can combine the two by finding some forum where he can learn from being with an experienced person...
Then it's a question of copying the approach of the experienced person. No point getting an old lathe if the experienced person uses a
CNC mill.
Me - I started with an old lathe. But my friends had old lathes too, so I learned from them. One of them bought a
CNC mill - and it was so much fun that I've now got one.
Then you need a project. What's he (you) interested in? RC cars? Little steam engine? PCBs for electronics?
Then perhaps it's a question of personality. Can you use something without knowing how it works? I can't. So I can't just learn how to use a machine by numbers. I have to feel, to know what's going on. And you'll certainly feel with an old lathe...