I have a theory that being cash-rich creates an atmosphere of technological cluelessness, or more specifically weaponized incompetence. A cash-rich company attracts sociopathic executives, who are focused on the prestige of working at a top company. These executives display a unified front outwardly, but internally they are all stabbing each other in the back constantly. And any executive who champions in-house software is just giving other executives ammunition whenever said software has the smallest bug.