If he try to sell 30k coins now, it would probably end up with $100 per coins

Next time (if bitcoin can last until that), when huge dumps happen, you know what to do

By the way, is Overstock going bankrupt or something? i guess it's CEO will get fired soon for his wrong marketing judgement of the future by it's shareholders, however most companies will be fine since they don't keep single coin which turn out to be smart decisions too