I shoot a 257 roberts and have often thought of reloading for it, the Fedral round is so accurate and good never got around to it. I think a reloader needs a mentor also and never had one.I had a rifle like that once. A Remington Model 7, in 7mm-08. It shot the factory bullets with amazing accuracy, so much so that I never reloaded for it. A couple of boxes a year was all I needed and just never saw the reason to reload for that particular rifle.
But you're right that a reloader should have a mentor. With the ease of communication we have with the internet, there is no reason why the mentor has to be in the same room.
Ben, if you decide you want to start reloading and don't know anyone close by, contact me. I'd be happy to mentor you long-distance or help find someone closer that would look over your shoulder and show you the basics. Reloading is really easy with just a few basic tools and once you begin, you'll wonder why you waited so long.
Let me know if I can help.