Where would I ask a question about a web-based content management system (e.g. WordPress)?
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You should look at the Beta Wordpress Stackexchange after exploring the native Wordpress Support Forum (the Wordpress site has several searchable mailing lists, and you can ask questions / participate in the lists too).
For general CMS stuff, maybe the Beta Webmasters Stackexchange.
Additionally Stack Overflow does have a wordpress tag and several other Wordpress related tags.
Also in the proposal stage:
At some point, in the distant future, I'm sure the overlap between all of these sites will get worked out. Maybe.