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If you stumble into this post, chances are you have scoured the internet for solutions to this issue. The few mentions of it out there are answered with completely worthless "turn it off an on again" answers.

Well after spending a few evenings picking apart this issue I finally was able to add an Outlook account using the settings app on my iPad 4 running iOS 10.3.4.

TL:DR

• Install version .12 of ssl-kill-switch2 from their repo
• Add your account :)
• Remove ssl-kill-switch2

Background

Without the above steps, if you try to add an Outlook.com account to your device within the settings app, you would only see a blank WebView splash for half a second, and then it closes. This leaves you with a null account that doesn't work. As you can see, there's not much to go on, and the internet won't be of any help as stated