Yeah, whichever package manager you use is a huge improvement over working your way through dodgy ad-ridden websites and installers.
I'm guessing the HN crowd can use either. A big plus for Chocolatey is that it has an official GUI (Scoop seems to have GUIs as well, but they are unofficial), which improves discoverability for everyone and makes it easier to extend the recommendation to users with lower technical skills. Chocolatey and its GUI are a bit clunky compared to my Unix-based package manager tuned taste (and Windows is missing a good sudo equivalent), but it's such a big improvement over the Windows tradition of chasing installers on the internet.
I'm guessing the HN crowd can use either. A big plus for Chocolatey is that it has an official GUI (Scoop seems to have GUIs as well, but they are unofficial), which improves discoverability for everyone and makes it easier to extend the recommendation to users with lower technical skills. Chocolatey and its GUI are a bit clunky compared to my Unix-based package manager tuned taste (and Windows is missing a good sudo equivalent), but it's such a big improvement over the Windows tradition of chasing installers on the internet.