Similar problems happen on the client side--web clients have vulnerabilities, they're exploited, people don't always upgrade when they should, plugins are a problem. I don't think it helps to focus on services in particular.
Also, setting up something like Wordpress and keeping it upgraded shouldn't be rocket science. Maybe distributors could help. (I'm not sure why this sort of thing seems to so frequently be managed by hand as opposed to installed from distro packages--fixing that might help.)
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