if you consider modern software:
10.9 is not very usable due to lack of software support.
10.11 can be used but also has software support issues.
10.13 functions as a near modern machine.
Thing is, most modern desktop software is just a Chromium wrapper anyway. As a result, I haven't had any problems since Chromium Legacy came into the picture.
I make heavy use of Chrome's app shortcut feature, which sounds stupid but really makes webapps like Slack and Figma feel like independent applications. (And indeed—the "official" Slack and Figma apps are just Electron anyway, so I really am getting the same experience.)
Obviously it's going to depend somewhat on what you use your computer for. But I'm perfectly happy.
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