If you restrict yourself to only installing things from reputable repositories, Linux users get updates for all programs through 1 interface. For that reason, I believe Linux is the only one that would do relatively well were it ever to get 90% marketshare. As the last couple PWN2OWNs have shown, with the exception of OS X, hackers were not able to break in using a default, out of the box install of the OS.
Unfortunately, I don't believe this could be an option for Windows just because of its proprietary nature.
I should add that there is one thing to be aware of, you will have multiple patches waiting for you every single day. If people felt that patching once a month was a chore, this will be like torture!! Personally, I never found it to be a burden.
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