Bewildered Not Despaired

What do you do when you hit a brick wall? When do you decide it's time to give up?

I guess that all depends on what we're talking about, I mean if it's something that doesn't really matter to anyone's life it's easy to say, "I'm outta here!", or if it's work related, a little project that's not going along as it should, you can just scratch the whole thing if it's not going to have an adverse affect on anyone's life.
But what if the cause of your bewilderment is a he or a she and not an 'it'? When do you say "I give up, I'm outta here!"
I know the answer should be NEVER. And I know without a doubt a very good answer is to put the situation in God's Hands, but that could have been done from the very beginning. There really is no reason at all then to stress out about any situation if you truly believe that every situation is Guided by the Master. There's really no reason at all to feel desperate about any situation in life.
But I don't know anybody like that. In fact, if I met someone who did not stress about anything, I would deem them insane. Does that make me a non-believer when all is said and done?

And what if after much prayer God's Answer is that He wants to use you as the instrument to resolve the situation? I'm so bad at deciphering messages like that. Is it haughty to think God might need you to solve any situation? Aren't we getting a little full of ourselves there? But then again, the Bible is full of situations where God used the lowly to achieve a great many wonders.
So, back to my original question ~ What do you do when you hit a brick wall? When do you decide it's time to give up? Does God ever tell us to give up on anyone? And is stepping back from a situation giving up?
Unfortunately with me (if God has me in mind to use) I'm more of a 'Three strikes and you're out!' type of person rather than the 'Seven times seventy' type of person.

I've always known it's much easier to talk a good talk than to walk the good walk. And that's why I don't talk all that much if you know what I mean, because when the chips are down, rarely can I follow through.
Oh, I know you good people reading here will rise to my defense, but really there is no need. I don't think I'm a horrible person, I'm just being completely honest about my limitations.

You know how all the self-help gurus tell us to surround ourselves with the positive? "Positive people breed positive people, positive thinking breeds positive actions", etc. Well, then are we to avoid those that are constantly negative? Aren't we then cutting out those that need us most?
I know I've said a lot in my life, "I'm tired of all the negativity, I'm only going to surround myself with the positive, I'm going to surround myself with happy, uplifting people who make me feel good!"
Well, Mother, Mother, pin a rose on me! How selfish is that?

While my current situations do not leave me with a feeling of despair, they do leave me bewildered. And it does leave me questioning. I'm not questioning my Faith in God to always do what is right. I'm questioning my faith in me to do what is right.