How does "inevitable enlightenment" work?

[APeacefulWarrior]

Does my constant heart-discomfort count for anything? As in, does the fact that I continually am aware of my separation and in steadily increasing agony because of it draw the Creator nearer to me? Or will this separated feeling drive me to do something that will finally bring me to the Creator? Meaning that the separation-heart-feeling must increase before it is satisfied? Is there a certain level of agony that must be reached before the Creator will respond? Like how some gurus would sit in silence as a wannabe disciple begged for hours to be their disciple? And only when the student was about to brokenheartedly give up would the guru accept with a gentle smile?

Also there is the doubt that do I even need to be feeling agonized along the course of my evolution? Could I be feeling the relentless separation with a calm smile and even a laugh? Am I inventing this discomfort in a shallow attempt to get the Creator to stop hiding?

That's a tough one.  It's hard for me to guess at what path you're on, but I think I can say this much in certainty:  Focusing on your worries, pains, and other discomfort will be a barrier to spiritual progress.  At least progress towards the light. And likewise, could you be facing the separation with a calm smile?  Quite possibly.  But in large part, it's going to be up to you to find reasons to smile, and -if nothing else- to distract yourself from your fears and concerns.

But if there's one common thread that weaves through all stories of those who have made contact with the Creator and\or speakers-on-its-behalf, it's that they were seeking without distortion. When I made my own contact, it was only when I reached out to the Universe without even the expectation of response, much less expectation of any particular kind of response.

Otherwise... At least personally, whenever I'm feeling world-weary, I try to focus on the temporary-ness of life on Earth.  Remember:  Even those entities which are "only" 3rd Density have billions of years of subjective existence in their past.  Higher-Density Wanderers could be far more ancient still, especially if (as I strongly suspect) late-5D and 6D entities have full access to all their so-called quantum timelines, thus greatly multiplying the subjective time they have memory of.  

A single life on Earth is, in proportion, far less than a single night's dream for us.   And like a dream, when you do pass back on to the other side of the veil, most of your Earthly fears and worries will vanish instantly because you will immediately recognize them as the dream-like state which they were.  Memories of Earth will still be there, part of Intelligent Infinity, but they are only accessed if you want to access them for some reason.

So, given that life on Earth is so fleeting, I try to focus on the good parts and trying to contribute as best I can, while knowing that soon it will be over and I'll be back with the light. And I'd prefer to take good memories back with me.

Or perhaps these words from Q'uo will have a bit of resonance for you, since I'm guessing they are applicable:

What wanderers usually do not realize is that that which is so obvious and easy from the other side of the veil is impossible to read and difficult to bear within the thick veiling of the third density of Earth, with its free will and its extremely thick veil. The danger always is that the wanderer will not wake up, or, if it is partially awake, that it will awaken only to complain that it is not comfortable, that it wants to go home, that it must leave this place that is so polluted and dirty.

To those who feel these things, we would suggest that it is precisely because this planet is so in need of higher vibrations that you came to serve at this time, to help lighten the vibrations of Planet Earth.  And you could not do this without incarnating and becoming one of the tribe of humankind. Your love was so great that you took that step. And now you have awakened and you know how difficult a step it was to take. We encourage you to take hold of the honor and the duty of being a wanderer.

That which you know of the higher planes, that which you remember in a dim or not so dim way, bring into your heart and let it bless the environment that you see before you, just as it is. You are not here to clean it up. You are not here to make it right. You are not here to fix it. For all of the outer world is an illusion. You are here to love it. Take the world in your arms and embrace it. This is how you came to serve. This is your glory and your crown. Wear it well and rejoice in being here.