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Does it not annoy you having to reboot all the time?

Not really. I think it's a lower price to pay in comparison to:

(a) Using a "dirty" computer as my daily driver. (I wouldn't sleep at night)

(b) Not being able to use proprietary programs in case of emergency.

I used to boot into Windows everyday when I played League of Legends, but now I only boot into it when I need MS Word (clients love Word for some reason) or something like that.

If your computer is powerful, running a "dirty" VM is another viable option.

I use Codeweavers(https://www.codeweavers.com/) on my Debian system to run Word and other MS Office products and haven't faced any issues so far. Office was a major reason for me as well to boot into windows and with this setup I don't need to.

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