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Don't feel to overwhelmed, it really isn't as hard as it sounds or as you may think just very time consuming. I knew a lot about reworking different body surfaces but the amount of work restoring mine was a learning curve. The main thing is pick a starting point and go from there and also choose a stopping point because regardless of how much you choose to do, there always be something else to do, forgot to do or wished you had done. You will find that by the time you finish, you will have taught yourself a lot. Working on fiberglass is easier than imagined. If you stay somewhere within the prescribed directions of whatever resin you choose and clean the surface fairly well but unless you have badly damaged areas, fiberglass won't be a factor.
If you plan to re-gel, and some here swear by that finish, yes you can finish with gel over the old gel. I'm not that familiar with working gel as I have always painted but from the gel-coater's here it appears to not be that much difference. Painting 90% of the work is in the prep where as it seems to me that with gel coating 90% of the work is in sanding the gel and polishing again I'm not familiar with with gel coats other than polishing.