To be honest, rather than someone personally mentoring you, I suspect asking questions on this and other threads will yield you better results, and for the most part people on subsim are a friendly bunch. You'll probably find that exposing your queries to a larger number of people by posting in a forum will get you better and quicker answers, as there is a wealth of knowledge from all the subsim members just a few keypresses away.
There are people on this forum from all over the world, so you never have to wait that long for someone to come up trumps with an answer you seek. I'll certainly give it a go if I see any of your threads.
You might find that another useful site (other than subsim) for Dangerous Waters stuff is the one listed in the link below, (it features a lot of useful pdf manuals and help guides to assist you in getting your head around the stations on a modern submarine, particularly useful for sussing out the Waterfall displays and various sonar arrays).
www.subguru.com
For SH3 and SH4, there are quite a lot of tutorials, pdfs, videos etc available to help you get your head around all the bits and pieces on a WW2 sub, be sure to check out Legion's SH4 noob guide flagged up on the main subsim page. Although it is for SH4 rather than SH3, it uses the simple targetting system in options, which is essentially no different from the SH3 one when you are on easy settings, and the tactics are exactly what you should be doing for any WW2 sub sim, so that one is definitely recommended.
If you do choose to download and install the Grey Wolves mod, be aware that it comes in several separate downloads (five in total I seem to recall, plus an update) and they are all fairly large, so you might want to get on the case with downloading that now, ready for when you have SH3 installed.
Good luck and good hunting