Chocolatey is software management automation for Windows designed to make complex tasks simple, from Chocolatey Software in Topeka. The vendor states Chocolatey can easily handle all aspects of package management, but it is also able to work well within the existing ecosystem that is Windows software management.
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ProGet
Score 9.1 out of 10
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inedo offers ProGet, a software repository and package management solution.
It is very easy to install a batch of Windows software from the command line when setting up a new machine. All needed software installs could be scripted in one batch file and then run on a new machine. It is also very easy to keep the installed software up-to-date via the command line.
As of current, the only artifactory management tool that I would recommend is ProGet. The free version is plentiful in features, supporting all feed types that the paid plans do. The paid plans also add even more capabilities on top of the free plan, such as data retention policies, which helps to minimize storage waste on my server and keep everything clean.
The Docker registry feature works great. Compared to Sonatype Nexus 3, I don't need to set up extra ports, as everything just works off the port ProGet itself is running on.
Debian feeds support automatic GPG key generation, without me having to create or manage them myself. This is another spot where ProGet is better than Nexus, as you have to manually create and specify a key with Nexus, while ProGet simply handles it all for you.
The big reason I picked Chocolatey was the fact that npm and Maven are not well-suited for native windows environments. I had to run on a Windows Server virtual machine, so was limited by what I could use, and I did not want to install WSL on the machine. So, I picked Chocolately for dependency management on those machines.
Both Sonatype Nexus 3 and ProGet support all the feed types I use, but ProGet simply does them better. The Docker feeds run on the same port as ProGet itself, while Nexus requires additional ports to be set up, which can be a burden when running in Docker. Debian feeds also support GPG key creation without having to manually specify one, again, reducing the burden for me to manually do things, allowing me to set up and distribute my programs even quicker.
