I suspect most of us are not trained machinist, myself included. The Tool Makers in our tool room at work completed an apprenticeship of 8000 hrs., these are guys in their 60's. Don't know what the requirement is now. That's basically a 40 hr. a week, 50 week a year gig for 4 years to become a journeyman. More time "in the saddle" that a 4-year college degree.
There's NO WAY any of us picking up a lathe/mill off CL or eBay could expect to be at that level of competence. I've puttered in my shop over the years at least 8000 hrs. but would never consider myself a machinist. There are so many techniques I haven't learned and lots of mistakes from trying something new I haven't done yet.
I will say that I'm pretty happy with my general competence after 35 years of playing with this stuff. I recently was making a skimming pass on my Bridgeport over a steel part and gouged the edge because I didn't lock the quill. In the olden days, I'd have probably chucked the part. I fired up the TIG welder, glued on the filler, sanded the part back close, and finished the job on the mill.
A Tool Maker at work once told me that the sign of a good machinist is how well he can hide his F-ups. I still make plenty of mistakes and my ever-growing experience is making me better at hiding the inevitable. The most important thing to me is staying safe (machine and person) when trying something new. If you think it could be a problem, take precautions ahead of time so you and your machine stay safe.
Bruce