i think microsoft started the trend of link-ifying URLs in outlook text emails reader and excluding .,)]
after that started, every PM/exec just want it to work like it works everywhere-else. Everywhere-else being their corporate email client, and then it comes full circle and indeed does work like that everywhere.
HN's primitive URL parsing definitely doesn't derive from Microsoft :)
I did some work on it last year to take care of the worst omissions, and angle brackets should also now work to demark tricky URLs but there are still some edge cases. For example, <https://en.wikipedia.org/wiki/Doe_v._Exxon_Mobil_Corp.> should work, but doesn't (yet!)
> https://en.wikipedia.org/wiki/Doe_v._Exxon_Mobil_Corp.
edit: maybe a bug with the way HN handles the text to HTML.