I am not doing this from the point of view of 'my company has kernel hackers...' first off, you don't have any idea what my company is, let alone what they do or don't do.
But I am saying that I have seen companies do this. I and my friends have had contracts to support small companies running Linux, and we can do wonders remotely without a lot of effort.
You have also shouted down a person who runs their entire company on Linux.
You are "I'm speaking from a (bitter) personal experience of actual
migrations". guess what, we are also speaking from personal experience of actual companies.
Yes, migration is harder than starting with Linux, by that logic we need to give up doing anything. By definition, we aren't going to be the first, default experience in any new space we start moving into.
But--- We weren't first in the mobile space, in the server space, or in the embedded space. In all of those spaces we faced similar problems with entrenched market leaders, but in all of those spaces Linux is becoming dominant.
By your exact same logic, Apple faces a hopeless task and should just go out of business, but they are actually gaining market share in the desktop/business environment. This actually helps Linux in these same environments because it does break the mindset that the windows way is the only way to do things.