Counter point to you is the well known case of Mark Cuban, who as soon as he got his $X billion in Yahoo shares pre-bubble-pop he hedged his shares against Yaho

Counter point to you is the well known case of Mark Cuban, who as soon as he got his $X billion in Yahoo shares pre-bubble-pop he hedged his shares against Yahoo indirectly by shorting the indexes holding tech shares to include Yahoo. Of course everyone called him crazy and when the bubble popped he had insurance for that. Friends of his and coworkers who didnt listen to his advice lost most if not all their paper net worth.