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Haven't gotten around to testing Talos enough, but I'm very enthusiastic about the idea. The little I've tested it has been great. My reasoning is (from my point of view ofc): maintaining an OS(Linux/windows/what have you) is pain, maintaining Kubernetes is pain. If I can I want to put all my effort into one of them. The regular OSes are made to do anything, Talos is made for one specific thing which hopefully reduces the attack and maintenance surface a lot. You also get a fair amount of handholding with Talos compared to raw Kubernetes.
No idea about the windows server part.
If your docker services is running with docker compose, there's a tool called https://kompose.io/ that will help you. Haven't tried it, but as most k8s things it probably need some adjustments.
https://www.youtube.com/watch?v=3I9PkvZ80BQ is an alright overview of the idea k8s. This thing called https://k3s.io/ is a nice staying point for testing k8s out
Not sure if the following will help you, but it helped me so I'll share:
Edit: k8s is awesome in my unpopular? opinion, but yeah. There is a significant learning curve.
A lot of the experience for getting a service up and running is boilerplate. You can checkout an old project of mine to see how a small set of information must be structured to work in k8s: https://github.com/deifyed/kaex The output will only work for a old version of k8s. Haven't kept the project updated due to work moving away from k8s