Switch to HTTPS, lose your number one and two search-engine ranking
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It’s worthwhile, but does take some work in Google and Bing Webmaster tools; fix your sitemaps; fix your canonical links; make sure that all IMAGES are also pointing to https; etc.
I got some help from my web hosting company with changing all links to https: (though any external links could not be changed, if they were not already https:). Then claiming ownership and updating sitemaps came next. Eventually, it all came back up to the ranking it should’ve been.
I’ve done all the updating of absolute links that I can find—sensibly, I tended to program with relative links. Fortunately, all the image links are relative so they are automatically HTTPS. I’ve never used a sitemap though, and somehow I managed to get to number one!
I haven’t figured out how to work the Bing one yet; I seem to recall I got stuck somewhere and plain gave up. I will hand it to Google for having a Webmaster Tools site that is navigable (not attractive, but tolerable), and I had updated that with the new addresses.
How long did it take you to get your ranking back?