Jack invested like in late 2022 so 3 years ago, and I think that was when nostr was 2 years old already and had indie traction.
Pablo could get a lot of money for the highlighter.com domain, he should sell that and pull a MySpace Tom.
To be fair, there are a lot of good ideas in nostr, I think in the end the basic signed-event concept will spread. This kind1 bubble-world is kinda dying though.