My understanding is that if your computer tries and fails to upgrade, it will only retry a certain number of times before giving up. Your best bet is probably t

My understanding is that if your computer tries and fails to upgrade, it will only retry a certain number of times before giving up. Your best bet is probably to do an upgrade install with an Anniversary Edition ISO, which I believe you can download from Microsoft directly. Upgrading with install media is a totally different mechanism, more akin to a clean install + data and app migration, than Windows Update and should get you back on the update train again as well.