OK, I still have no idea how Microsoft Office 2016 Click-to-Run updates occur.pic.twitter.com/luYLJLR6En
You can add location information to your Tweets, such as your city or precise location, from the web and via third-party applications. You always have the option to delete your Tweet location history. Learn more
Skimming through the CTR log files, there are a number of errors in the non-rebooted VM. I get the impression that the CTR software updater will say "You're up to date!" rather than telling the user that there's an error while checking for updates.
TBH, I didn't check for updates manually, but I checked now w/o rebooting and got them. I was going to ProcMon the boot process, but it's moot now. The whole thing is pretty bad, the update process is opaque and I don't think it's really documented.
Twitter may be over capacity or experiencing a momentary hiccup. Try again or visit Twitter Status for more information.