Well, on the other hand, the only way out for a "Dictator" in the "BDFL" is to resign or be overthrown. He decided to resign, which is probably for the best. Otherwise a fork would have forced the decision, and been worse for the community as a whole.

Packaging and the 2.x to 3.x migration were both nightmares under his stewardship.

Keep in mind that the leaders of the PSF can be voted out, if so chosen by the community. And the community may have a different opinion on the election cycle and want to take python a different direction.