To be honest, from the perspective I'm asking the questions from, I still don't understand the difference between being unconscious or dead to being liberated.
Yes, true, from the perspective you are asking from there is no difference as the "I" that is (or rather seems to be) asking the question will die (but, this is also misleading, as there really is nothing that dies).
The problem is maybe that "die" is a very strong term. It refers to something that was born, has a life and then gives up this very life. It somehow vanishes or is reborn or... you name it. Thus you are also looking for a very intense experience - close to dying - which would indicate that this I/self is now really gone...
Lets look at being conscious... Is this separate "I" conscious? Does it own consciousness? Or is there consciousness OF this I(-thought)? If you find that you are conscious of this I/self and that there is no separate entity called "I/self" that would own and direct this consciousness, then why would consciousness disappear once the (illusion of the) I disappears?
Also, why would the dissolution of a belief result in you now not having any more I-thoughts at all? It is like seeing a mirage. You realise that it is not real, just a play of light, but this does not remove the mirage from your field of vision, does it? You simply know that it is not real, even you still see it when you look at it...
What is it that does the looking? Are "you" looking or is "consciousness" looking (this does not mean that there is a separate entity called consciousness there at all)?
Now lets have a look at death. Death works hand in hand with birth, right? If nothing is born, nothing can die.
So, when have "you" been born? And where did "you" come from? What was this act that created "you"? Have "you" been there when "baby Amnon" did its first cry? If not, then maybe you have learned to be you... so this would mean that you have only been born once thought took aim at the idea of there being a separate self, once this belief has been thoroughly established... Now... is this really the birth of a separate entity or just the establishment of a belief? When this seeming entity "dies", how would that be experienced? As a real loss of something "physical" or only as a shift in perspective (only the mental perspective - your vision won't change :-)
Going in circles with this one. On one hand it needs to be realised that the "I" is only a thought about thought and on the other there is no one to realise this.
Yes, true... its seems to be a paradox, but only as long as you believe that there was an entity that realised anything, ever. What if there never was such an entity and "your" realisations are simply "realisations" - there being no "you" that made them...
When you realise something... how does that work? Does a realisation require a separate "realiser"?