As a retired educator, I'm not sure that you can teach someone; "How to reload?". Every cartridge has unique characteristics and after 50 years of reloading, I still learn new things when I get a new gun or even with old guns and in some cases by mistakes.
A reloader's manual is your Bible!
"As a retired educator, I'm not sure that you can teach someone; "How to reload?"."
I am really torn on this statement, and not saying you are wrong. Let's use bottleneck cases as the example, you teach the basics, with new brass, you have initial prep, prime, powder, and seating, then on to gathering data. How far are we going here, and may be where the separation begins. Say .243 Win is our case, you go to the range with test loads and actually give insight as to what is going on, and walk someone through it, then help with brass prep on fired brass, explaining the whole process(barring hiccups) and back to the range to follow up on the load, either fine or needs adj. You explain pressures, signs of pressure, speeds, etc.. Rem 700 sloppy firing pin holes and headspace issues create more false pressure signs and confusion. We have Saami, but no standards on brass produced.
IMO, it boils down to how far one is willing to go to really help another understand the process. If you pull all stops on this 243 load, it will carry over to every bottleneck case he attempts to load. Not saying the student will not be back with questions, but you have sent them on their way armed with the knowledge to load safely, and efficiently. Now it becomes the students job to either adhere to your teachings, or verify them, or try to expand on the knowledge he was given.
That said, I tell guys to read manuals, but I am not a big manual guy myself, Not sure if because of experiencing so much, messing crap up and fixing. 9 yrs ago, I had a 338 sniptac built, trying to find any info on that case back then was futile, and at the same time the 300 Berger just came out. I actually felt like I was pioneering, there was no one to ask for help.