It seems like loading Twitter up with debt servicing was always a bad idea, stock dip or not, considering what its revenues were like. It wasn't in great shape before but the amount of money it now has to spend servicing debt is a nightmare for anyone trying to make that company profitable. His strategy for buying it simply doesn't make sense.
If Twitter stock hadn't sunken immediately like a stone, he probably would have pulled it off, too, even after the signing the agreement.
If indeed the Twitter deal was manipulation to leave poorer investors holding the Tesla bag, it's hard to feel sorry for him.