I once was an intern in a venture capital funded startup where the CEO decided to hold most of the companies cash in Bitcoin. I think it was in early 2014 or so, when the price fell like mad and he was in deep shit. Im not sure if anybody up to that date knew about the Bitcoin investment. He was a nervous wreck. Close to suicide. For about a week, he brought a stuffed animal into the office every day. And carried it around wherever he went. He said it calms him down.
During that time, he crashed his $80,000 Mercedes SLK badly and broke up with his girlfriend.
When the price rose again, he sold it all. And made a profit! The company survived to this day. Last I heard is that he is invested in Bitcoin and other cryptocurrencies again.