During 1929, Crosby wired his father, an investment banker, several times asking him to put more money from his inheritance into his account. In January, he asked his father to sell $4,000 ($ today) worth "to make up for past extravagances in New York" In May, he noted in his diary that he had sold another $4,000 worth of stock "to enjoy life when you can". In mid-July, drunk on sherry cobblers, he sent a cable to his father, who was not pleased by it: