I haven't done much beyond dip my toes in Golang so far, but I did start moving my blog over from Jekyll to Hugo last week; Man do I love just being able to install a single binary and then get to work. Python, Javascript, and Ruby have a lot of nice packages, but I always have to futz around with the language itself to use them effectively. It's probably a bit easier to get a project up and running in a scripting language, but any development time that is saved just gets passed on to the users as we have to install a ton of npm packages or try to fix our gem dependencies.
I'm sure there are, but I haven't needed to use any modules so far, so I have no perspective on what kind of challenges they present. But with Jekyll you could get into dependency issues just trying to go through the tutorial and launch a blank template of a site. You didn't need any extra functionality on top of Jekyll to begin to dealing with dependencies.
