His font guide is one of my must-have resources when I install an OS. He has also been a helpful voice in Apple's User Discussions, where too many rude, opinionated jerks tend to dominate.Kurt Lang is a photo retoucher and prepress specialist who keeps up on fonts with regard to macOS, Apple apps, Microsoft Office, Adobe apps and much more. Each time after I upgrade macOS, I refer to his Font Management for macOS guide. His most recent version is dated January 10, 2020.
Warning: It's a lot of information, so go slowly.