There's an issue I'm having with this that I'd like to pass on to the developers, but I'm having a hard time finding a way to report it so I'm giving this a try in case someone sees it. We use group policy to have Outlook 2016 autoconfigure the first time it's launched, connecting people to accounts hosted on Office 365. Under the old system you'd see the Outlook loading splash, then the old login prompt would appear at the top of the screen, the user would fill it out and click OK, and then everything would continue and be fine. With the new system the modern auth login appears centered in the screen *behind* the loading splash. The password field is hidden and everything lines up so perfectly that many users don't realize it's a separate window they have to click on to bring to the foreground and log in. We just get people saying Outlook isn't loading. It looks like this: https://imgur.com/CBAG28y Outlook needs to be updated to either force the login window to appear above the loading splash, or to position it at the top of the screen so the password field is visible and it's more obvious to users what's happening. Already tried submitting this to the Outlook UserVoice (mod said post to TechNet) posted it to TechNet, contacted support.office.com (chat said open a O365 ticket) and opened an O365 ticket (guy said post to UserVoice. Alas.)