Yeah, it shows me old stuff once in a while too. But the more you mess around with it, the more it seems to keep up to date. It probably has a lot of cache storage going on and unless you make it refresh, it will just pull up up data.
One way to make it refresh at least in google earth is to drag the historic imagery bar to an earlier date and then bring it back to the most recent and that will pull up the most recent maps. The most recent maps are not always displayed automatically. I use google earth every day for cities all over the world for my photography biz for trip planning and photo editing. I have to keyword and add detailed metadata to all my photos, so I am constantly pulling up different cities and this happens to me all the time.