What an absolute embarrassment of a leader Jack has become. I wish he’d just left Square to Sarah Friar and pursued his love of - I want to say the digital equivalent of Goop - at a different company.
There were lots of pieces written into his personality and indecisive style of non-leadership while he was still at Twitter.
He comes across as gullible (like a lot of crypto enthusiasts), naive, wishy-washy, and not especially intelligent. I'd love to hear from people at HN who know him personally if that's accurate, but I'm also thinking of actual interviews with him that I've seen.