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My company has Linux and Windows laptop fleets. Windows requires more work and causes more pain, even though the Linux fleet is larger.

What sector and country is that? Or better, which company? How large is the company and how many Linux and Windows machines are there?

I'm also curious to know how they manage their Linux fleet?

Software company in İstanbul. I don't know the exact numbers, but a few thousand machines on each. Linux just works.