I've personally been doing this for many years, seeding all sorts of nasty stuff and no one that I know has ever gotten so much as an email.
Feel free to use no privacy measures, but at least setup an alert so you know if your country's police decides to start persecuting pirates.
I recommend u setup a Google alert with a query like "YOUR-COUNTRY-HERE arrestan pirateria". So if a news article that matches that query ever gets posted online, you'll instantly get an email
Ninite has like 20 programs to choose from, whereas Chocolatey has official and community repositories which are enabled by default and contain (as of writing this) 9872 programs. You don't need to be a master hacker to use chocolatey. It's literally one powershell command to install it, and then:
> choco install libreoffice
And to update existing programs (something which ninite can't do)
> choco update
I agree that Ninite might be useful for your 64yr old grandma who only uses Google Chrome and gets the spooks when she sees the command-line, but chocolatey is the go-to tool if you've got any needs more advanced than that.
They do offer a special "business plan", which has special features for IT departments which they could find very handy due to their special needs when handling thousands of software updates at a time. But you as an individual probably have no need for those paid features, so you can use it for free :)
Considering the asker didn't get any benefit out of the answer to that question, this is definetly not "the best question" he could ask. So your proposed answer to this question is wrong. The question itself though, is the best one I've heard so far.
Reminded me of that one Mickey mouse scene lol