:0 quick and punchy.
I was bouncing off of it, until I saw the "the-logical-endpoint-of-idea-guys" tag, which tied me back into what you wanted to do. This plays a bit like a prototype-within-a-prototype - the "reloading" scene transitions, the Eileen conceit, there's something I really like in the core of that, with the unreliable narrator build up. I like how it loops.
I liked the journal style to the dialog, and think you have room to push that further, to be more vicious/sad/lonely/sentimental. I liked when you leaned poetic, but it fell flat for me at times when the narrator said things point blank.
I feel like there's a lot of conceptual DNA in common with this and something like The Beginner's Guide, which is an all time favorite for me.
Thanks for putting it together.