My main advice on Windows Containers is to avoid them at all costs.

A lot of the things that ran in Windows Nano Server worked even better in Linux containers, and a full Windows Server Core container is usually only necessary for .NET Framework, where you will need all of the luck in the world help you with that problem.

Packer and Ansible are also much harder to use for Windows Containers, so if you're already using those to configure VM images and Ansible to perform config mgmt on VMs, get ready for some headaches to make that work against Windows Containers.