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Question: Every time I do an apt-get upgrade that requires a reboot, I'm nervous. Have you had important remote systems not come back up before?
Asked by Will (24.234.85.x) on May 18 2013, 9:14pm
Reply on May 19 2013, 2:08am:

If you can, clone the box via snapshots, do the upgrades, and test, then swap it out as the new box. Otherwise, if you're upgrading from ssh, be sure to do it in screen in case you get disconnected. It's rare that an apt-get upgrade fails on boot these days, but anything is possible.

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