Plug it in baby

So we are about to implement a new feature at page.ly: System wide plugin updates

Just like we keep your WP Core install up-to-date we can now do the same thing for your all your plugins. Of course you have always had the ability to update your own plugins (Tools > Upgrade .. have you done this lately? you should!), but we can now update any plugin on any site on our service.  So this brings up a couple points I was hoping our customers and readers could help us with.

Sometimes a plugin update will “break” WordPress, and sometimes a WP Core update will “break” because of an outdated plugin.  So the nature of the page.ly WordPress Hosting service is that WP will always be updated on our service regardless, and we figure the latest version of plugins will be compatible with newest versions of WordPress as the majority of plugin authors plan for new releases.

So this begs the question. Do we force plugin updates system wide, or allow customers to opt-out of automatic plugin updates and do it themselves?  The way we see it, since WP will always be updated on our system.. it makes sense (and better security) to ensure that all plugins are as well.

Planned Implementation: Every couple weeks our system will upgrade all plugins on every site. If a forced plugin update nukes a site (a whitescreen) we will deactivate all plugins, and re-enable the half dozen or so we know work and then send you an email that there was an issue with one of your plugins (hard to tell which one) and you can turn them on one-by-one to find the culprit. This whitescreen/compatibility check will be automatic at the time of upgrade.

Are customers willing to trade a the possibility of 1 or 2 of their plugins being disabled if they are not working for the ease of  never having to manually upgrade them + the added security of the entire system being up to date?

Am I rambling, or making sense? What do you folks think?