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I dunno, I spend less time fighting with any of my several linux systems than the macbook I'm required to use for work, even without trying to do anything new with it. I choose to view this charitably and assume most of the time investment people perceive when switching operating systems is familiarity penalties, essentially a switching cost. The longer this remains the case, the less charitably I'm willing to view this.

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You can also mitigate a lot of the "familiarity penalties" by planning ahead. For example, by the time I made the decision to switch from Windows around 15 years ago, I'd already been preferring multi-platform FOSS software for many years because I had in mind that I might switch one day. This meant that when it came time to switch, I was able to go through the list of all the software I was using and find that almost all of it was already available in Linux, leaving just a small handful of cases that I was able to easily find replacements for.

The result was that from day 1 of using Linux I never looked back.

Of course, MS seems to enjoy inflicting familiarity penalties on its established user base every couple of years anyway. After having your skills negated in this way enough times, the jump to Linux might not look so bad.

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