In my friend group there were a handful of specific blunders that significantly changed the tide of opinion against him, all around the 2018 timeframe. "Pedo guy" was the biggest one mostly because of how stupid and unnecessary it was and his unwillingness to back down, but the "taking Tesla private for $420/share" drama was a close second.

The increasingly pubic tawdriness of his love life was a factor too; prior to then he'd done a good job cultivating an image of a family man.