1) Is there a separate entity 'self', 'me' 'I', at all, anywhere, in any way, shape or form? Was there ever?
There is no separate entity called me, or I and never has been..

2) Explain in detail what the illusion of separate self is, when it starts and how it works from your own experience ...

yes lets go for it. If I haven't seen then we'll go back to questions until I do

no there is nothing other than right here right now, it feels mostly peaceful , maybe a lttle smile, sometimes a little sadness that the story isn't real...

ok, Off to the beach , I will check it out and report back

yes, you could say that

yes i see that. and yet boy can i get lost in it for periods of time without awareness that thats whats happening

and I see this is a change in perception, it just doesn't seem very stable yet

no nothing other than my direct expereince

there is still some believing in the batman or santa and i see that may take time until it isn't believed

no seperate things,
no seperate me,
no now and then,
it is all perception labeled as inside and outside

looking, listening, eating, breathing, typing, moving,thinking

it seems there are specific seperate things via labeling thoughts
it appears there is a seperate me via labeling thoughts too
the process that divides expereince is through labeling thoughts too

no, it only exists as a concept in thought

they are just descriptions of what is

hmmmm, maybe that's not true

I don't know where they come from or go, just just appear and disappear.
i can't predict them no, i certainly can't control them ha !
No I'm not the thinker. do thoughts define who i am.. only when I believe them

ok, there's doubt. Let's continue