Look at John Romero, he knocked it out of the park with Doom 1, 2 and some of Quake, but all his projects after have been flops of catastrophic proportions. Look at Jonny Ive's last design mistakes at Apple compared to the early successes that were perfection from all aspects.
Most people can't pull success after success forever, they always bottom out at some point then decline, some sooner than others, especially in a fast changing field like tech. So it's a high chance those senior higher ups at Apple are now dated and out of touch, but still have the high egos and influence from the bygone era. Happens at virtually 100% of the companies.