Mark Gurman, from the weekly PowerOn newsletter:

Cook, who turns 61 in November, is all but assured to be Apple’s CEO into 2025, when 1 million shares designed to keep him at the helm finish paying out.

And:

The belief inside Apple is that Cook just wants to stick around for one more major new product category, which is likely to be augmented reality glasses rather than a car.

And:

There’s no downplaying how critical the role of Apple’s CEO is, and it’s never too early to speculate on who will take on the position. With that in mind, I’ve come up with some strong possibilities. Let’s start by looking at each member of Apple’s executive team.

This is a great read. Assuming Tim does step down when his million shares fully vest, whoever takes the helm will likely have to deal with some worldwide political/legislative turmoil, from antitrust investigations to privacy turmoil to country-by-country rulings on how Apple can run their ship. Not to mention the rising activism within the company. The Apple CEO job is getting tougher by the minute.