The only experience I know is a personal experience
This is your belief... but there really is never a "personal experience". There is an experience and there are thoughts that talk about it in a personal way... Do you see that?
I'd argue that If thought never follows then the only reason the experience is not lost because it never existed in the first place
Maybe thats true...
I mean in what sense would it exist if there's no one to recognise it as such?
As itself for itself.
No, it is not true because it is a conceptualisation of reality and not reality as it is, but it appears to be all the truth I'll ever be able to get at.
Ok... and what if you forget this quest for (conceptual) truth for a little while and simply look at what is real/true all the time? Real truth is not dependent on anything, not on thought, not on a specific state... Is a birds "chirp" not real? Is the sensation of the wind touching your skin not real? You might not be able to describe it so it perfectly reflects truth/reality - but still, reality is here all the time. Its only your drive to describe it that takes you into thought-world, away from here/now/reality.
Well, not really - saying that deep sleep is black is like saying that a blind person sees black, when in fact a blind person does not see black. Seeing is nonexistent for the blind and is comparable to how I see from the back of my head, i.e there is no seeing - there is nothing.
Sure you describe deep sleep as "black" or "warm" or "peaceful" because you conceptualise it as an experience that compares to your "normal" way of experiencing. A blind person would maybe not use the label "black" but everything else might apply.
Also, an experience becomes an experience that you can talk about - meaning it is awarded certain qualities - when thought picks it up and conceptualises it. Before this process... what is there... just this... nothing conceptual... no-thing... But this applies for every experience - before the process of conceptualisation there is no-thing, no matter if its later called black, blue, hard or soft or nothing...
The problem is that for this "I" thought, "I" is equated with personal awareness. The degree to which I exist is equated with the degree to which there's a personal awareness of existence with the ability to separate fact from fiction, truth from falsehood etc. I'm trying to shatter this limited view of a personal awareness but feel I'm overlooking something obvious...
Maybe your are overlooking that fact and fiction are not really far apart - they are pretty much the same and its only your beliefs that tell you that one is fact the other fiction.
Even you admit that you might be overthinking it, you still are set on continuing your path that is only made of thought. You look for truth in thought even it might have dawned on you by now that thought will never be able to grasp reality/truth. Wouldn't it be a reasonable idea to put thought aside and look for reality outside of descriptive thought? Wouldn't it be nice to try a different angle of attack? If one tool does not achieve the desired outcome would you continue using it or would you put it aside?
What is it that tells you that there is a separate self, a personal awareness, a limited individual, a separate being? Is there really anything but thought that would state such a thing? Does seeing, hearing, smelling or feeling contain even the slightest shred or hint of a separate self? Do they state that they belong to a person?
Why not give up these acquired, false, idea of subject-looks at-object and look in all honesty what is really happening? What is this here/now? How do "you" know it? As a separate I/self? If so, where is this self if not in all these after-thoughts? What is immediate and always present?
As usual, I put it to the test especially when things are less convenient, for example a certain physical discomfort develops, a thought arises "I wish this meditation would be over already", another thought arises "Great, this previous thought is good material to meditate on - who exactly wants this meditation to be over? what exactly is this discomfort apart from the thought about it? etc."
Ok... good exercise... so who is the one that wants this meditation to be over? What did you find? Is it the sensation itself? Is it a separate entity that is in a state of discomfort? Or is there a simple, basic sensation and thought states "That's uncomfortable, I don't like it!"?
In your natural state you would also experience this sensation, but you wouldn't insist to go on in this position even it is obviously not a comfortable position. You would simply change your position. Do you think a cat would remain in a position that is uncomfortable simply because it believes that it is necessary for a special realisation to happen?
Sure, there might be situations when you cant avoid something being uncomfortable - maybe tooth pain etc - so a thought arises "This hurts. I don't like it. I will go and get a painkiller." Whats wrong with that? I don't see a problem in it at all, do you? Thats what thought does... Now, thoughts of self pity might arise... but once it is seen that they don't really change the sensation itself, that they hold no truth, that there really is no self that requires pity, that all they do is adding psychological suffering, you won't buy into them anymore - over time they will diminish and somewhen they wont even arise anymore as they have died from neglect...