IIRC docker on Windows lives inside WSL, so everything is done on Linux anyway. What's the issues you're getting?
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Taking the time to learn the Linux command line, and how to configure a docker-compose file will pay dividends when it comes to docker.
Just remember to locally mount all volumes. Makes transferring to another host stupid easy.
Go Unraid. Great starting point for that kind of setup.
I would Recommend Using Hyper V for linux VM if you are going with Windows
I'm not sure what round arounds are, but can you describe the issues you have had?
I imagine you would install Ubuntu on your SSD, then mount the external drive in the Ubuntu OS, then install docker via apt.
I dont get the other comments at all.
Windows will start a Linux vm to enable docker. I work on both systems and I never had any issue at all from an os perspective. I also mainly develop inside of containers, so I would count me as a quite frequent user.
Could the downvoters might explain where I‘m wrong? I‘m eager to learn and to fix my own misunderstanding