This is one of those questions that you probably aren't going to find the answer you're looking for in a Survival Manual, at a training school, or on the internet.
It comes down to you doing what you think is right. You have to evaluate the situation on a case by case basis, weigh the strengths and weaknesses, and make a decision...hoping you've made the right one.
I will say this though, no matter how self-sufficient you think you are, eventually you will get to a point where you'll need to ask another human being for help with something. It's almost an inevitability. As humans, we must, at the very least, keep that in the back of our mind; or else it might come back to bite us.