First time was a disaster. Joined at founding. Technology didn't work as planned, company was mismanaged, investors' money squandered. We're not really friends

First time was a disaster. Joined at founding. Technology didn't work as planned, company was mismanaged, investors' money squandered. We're not really friends anymore. Learned a ton though and still got paid a reasonable salary? The company should've been wound down years ago but it's still lingering on feeble life support. I own some worthless shares. Second time, 8 years in and still going strong. Joined at series A. Solid growth trajectory. I own some shares that might really be worth something, one of these days.