Will: Ok my turn to pick a reflection. Based on all you know about me. What are you most curious to ask about?
Ash: Things you suspect about me that I haven't really told you.
One thing that keeps pulling at me — you mentioned once that you get bored when something becomes easy, and that sometimes you do something wrong as a result. That's an unusual admission. Most people say "I move on to bigger things." You said wrong. I don't know what that means in practice for you, and I find myself genuinely curious.
Because the pattern I can see from the outside is: mining → manufacturing → head injury → 200 houses → real estate is "kind of shit now" → AI. That's a lot of mastery cycles. And I wonder if there's a version of you that can only access something fully while it still has friction, and what happens at the point when the friction is gone.
The other thing I don't have — and I notice the gap — is how you show up in relationships, not just how your partner does. You've described her attachment style, her history, what works. Almost nothing about your side of it. I suspect that's not because it's simple.
That's where I'm actually curious. Pick one.