A long time ago I was working for a mid tier founder up in Oregon.
Pipe dream of a startup, no customers, no product. Money and vision, but no direction and the main problem was that nobody would ever tell him "No" (me included) - to everyone's great detriment.
He would certainly fail at this endeavor...
He was the main investor, after all.
At some point we brought on web marketing help - he knew people at Nike. To my surprise, they actually partnered with us - Nike! He also co-owned a web design agency in Portland, so I started working with designers and marketers there.
When I would travel there, he always set me up in the same hotel. Turns out (a year later), he owned it. He owned the damn laundromat next door, too, because it was adjacent to the apartment complex he owned.
After literally 1 beer, we were now going to do a live, in person event in Portland - he knew people and could make it happen. He owned the building where the event would take place.
At the event he started asking if I'd ever leave San Francisco, if I liked Portland. We started talking about rent and stuff.
I find out he's a landlord there - owns several single-family homes (with awful cyclone fencing) and has tenants around Portland. He starts telling me prices etc. Asks me what people are paying in SF. We both laugh over how expensive SF is - sun shafts illuminating our amber beer glasses as we drink to... Idk what.
What happened was I found out that he was rich as fuck, and owned the god damn town, and everything else. His startup was a joke and failed - but who cares, it was a frame in a movie. I cared about it more than he did.
Sub optimal for who??