On a related note, for a side project that requires a windows download (http://www.getbugcam.com), I've been experimenting with Microsoft's "ClickOnce" installer + autoupdate technology. Obviously (per the name and Microsoft reputation), it's not quite as simple and straightforward as Chrome's autoupdate process, but it is pretty good.

For those interested in some of the available options for Windows apps, see here: http://stackoverflow.com/questions/37030/how-to-best-impleme...