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...the effort required for my team to deliver "five nines" would be insane. It's much easier for one guy to take the application server down for 10 minutes (at midnight) once a month.

For the projects I've worked on lately, the ideal of "zero downtime deployments, fully automated, during the daytime, as non-events" isn't at all about getting a particular number of nines, it's about deploying more often than once every month.

When the deployment you've been working on for a whole month goes wrong, which of the many hundreds of changes are problematic?

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