Why does a company with $100b in the bank need to worry about financing? And shouldn't the stock holders be happy that the stock is soaring?
To your first point he was wrong, to your second I will answer being a shareholder although I'm happy with the appreciation but the cash hoard is unnecessary and in my opinion not in the shareholders best interests. Shareholders are the owners of the company. Whether my $1,000 turned into $120,000 or not if they wanted to build a moon base for $50 billion you better believe I would complain about it since a portion of that cash hoard (in theory) is mine.
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Tim Cook just sold 20,178 shares of stock. If there's going to be a dividend, he'll be missing out on some extra green.
I'm pretty sure it was sold from him executing an option he had and if he would have let it expire worthless he would have got nothing. Admittedly that's just what I heard though haven't looked into it myself.