Sounds like a great idea to me. I'd think that any SE site would love to have high-quality, pertinent, and frequently-looked-for information transferred to their curation, especially if the alternative is that the information disappear from the web.
I'd suggest checking in with the Meta site of whatever specific community you plan on posting to, however, partially as a warning ("I'm about to drop a whole bunch of self-answered questions") and partially to make sure that the specific material is likely to be considered on-topic and welcome. It's possible they won't want every single question for some reason, or they might suggest merging or splitting some of your questions before posting them on SE.
You will also want to pace out your transfer; every new question will appear on the front page of the target site, and at the top of the Questions list. Other users may be aggravated if you flood those lists with your questions, especially since they're already answered. There's a question posting limit anyways, but keeping it to perhaps three or fewer per day (and even spaced out over the day if you can manage that) would be best. (Thanks to Benjol for pointing this issue out.)
Also, be aware that you cannot mark your own questions as Community Wiki; you will have to flag them for moderator attention. Posting about your plan on the site's Meta will also help with this, since the moderators will already be aware of the need.