When to Say When?

Just a thought or two I have pondered in this season of change for me.
As one looks to move on to whats next at what point is it time to lay that dream aside and move on to whats next or is there a point where you become defiant of what you should be doing next and instead postponing God's plan for you?
I mean Louis La'Mour, the famous western novelist, submitted his novels 350 times and was denied the opprotunity to have his stories published. Should he have given up? Would I have given up? But he tried once more and 351 was the magic number. Now his novels are known worldwide.
So I ask again is there a point where clarity or lack thereof lends itself to persist after a dream or perhaps just to be still?
Please feel free to share your thoughts......Until Dukey Drops Again.......Much Love...............