I need to migrate a server off Windows

Why is this? I think we’re missing a step here. Especially in the self hosted community, it’s safe to say we are all very pro Linux, but it’s not an automatic benefit for every possible use case. Why is the business seeking to move off Windows Server and why do they care about this?

I’m only a level two tech with not a wealth of experience, but deviating from industry standard tools like Windows Server is setting off alarm bells because:

• No professional would do this unless there was a very niche purpose or requirement
• Is the business trying to cheap out on a Windows Server license? If so, as a tech it immediately brings their operations and priorities into question
• How will the server be managed long term? If you’re not the one doing it, it’s going to require specialised technicians that are experienced with Linux, which is going to be more expensive
• Not being a professional setup, how do you plan to address security concerns and protecting the server? Will there be any intrusion detection or prevention?
• This breaks the principle of least astonishment

If a tech was called in to look at why the CCTV isn’t working, or the music not playing, the place they call is going to send out a level 2+ tech, and they’re expected to know Windows Server and figure out third party applications on that server (or find their support line for further information). That tech is not going to expect a Linux server, and they’re going to rightfully walk the fuck away from that, and tell the business to call a Linux technician, which are way less common, probably remote only and more expensive.