Theo, I just ramble for a little and hopefully you find something of value, since your post impresses me as more of a sharing. You seem to be good at asking and answering your own question.
The first idea came to me when reading your skippable section. This bit of wisdom actually came from Paul Scheele and he said something like, "You can't both be in an experience and analyze it at the same time." For me that was useful for dealing with those, "Wow this is great! Hey where did it go?" experiences. When I became the observer, I stopped being the experiencer (I'm allowed to make up my own words).
You talked about intentions. This is very important for healing and meditations, but I imbrace it differently for each (maybe I shouldn't). For meditations, I start with the intention then I let it go with the confidence it will be answered in the most appropriate way for me. I don't revisit the intention while meditating.
Now sometimes my focus will shift while meditating. I have no problem distinguishing when it is a wandering mind, and when it is guidance. It's easy to tell. I just know.
Keep letting those labels and judgements going. They have not real value. They are more of an observer activity than an experiencer one. Besides as you become confident that the universe is sending only what you need, you will appreciate everything and understand the lack of value in the old labels.
As for how you can stay positive, I would say use one of the six keys of success, Faith. Trust that the experiences that you are receiving are absolutely the perfect ones for you.
Well radiocity Iam2 is ending this broadcast.
You are perfection.
Iam2