A company I used to work at has a CEO/Founder just like that. He's a sad sack of shit. Got up on stage at the company christmas party drunk to sing karaoke and noticed not enough people were paying attention to him, so he "joked" about firing people. Same dude some years later would bribe employees to work over the christmas holidays with him and was bragging about it on LinkedIn. He's rich. Could do any number of things. But its obvious he's got no friends and clings to the company as his identity; likely having been self-sabotaging the IPO that was always right around the corner he was working on.