While I'm curious about your build, nevertheless it's always possible that a super mutant will be able to one-shot you. The game's just set up such that critical hits can be, well, quite thoroughly critical. While grinding can help a bit with that, there's really little enough to be done about it.
If you grind, I say grind for cash to buy up as many scouting manuals as you can from the bookstore in the Hub. Learn that Outdoorsmanship until it's maxed at 91% from books alone, then (this is actually quite hideous) strategically use Buffout and Mentats to lower your Intelligence and Endurance through withdrawal symptoms, dropping the Outdoorsmanship back below 91% for the duration, and read even more. Once you've reached the very height of book learning in Outdoorsmanship, put a few points in the next time you level up.
There's other ways about this, but I feel this method will serve you the best in general.