I went ahead and migrated it to Server Fault:
https://serverfault.com/questions/312438/apache-2-2-21-upgrade-from-2-2-8-what-is-the-best-way-to-do-this-on-a-production
I agree that this question was more about the specific maintenance and updating of servers than it was about typical website operation. Per the faq:
If your question generally covers the operation of websites..
Note that it says "operation of websites" not necessarily "operation of servers".
(Basically: webmaster vs. sysadmin.)
While there is certainly an acknowledged grey area there (yep, plenty of people are both webmasters and sysadmins..), this question was quite technical about server configuration, so I -- and at least two others -- felt it was a better fit on Server Fault with an audience of system administrators.
Anyway, the point of this migration and closing process is to put your question in front of the most skilled, most appropriate audience so that it can get the best possible answer!