Enabling Modern Auth for Outlook – How Hard Can It Be?

MarcusGoldsteen - sorry this is a bit hard for you Marcus, I know it's all pretty technical. 

Best thing to do I suggest is open a support ticket - comments here on the blog are hard to work with, so a support ticket is usually better. You can open a support ticket directly from within the admin center. it's easy. 

That said, what you're doing now, isn't a great solution to be honest. Taking all the data out of the mailbox and pushing it into a PST means it's only available on that one machine, and very easily lost. So, you can't even switch to the web client and see it. I don't know why you want to do that, but there are rarely good reasons to do it these days. If it's because your mailbox is too small and you want to keep pulling mail out, or because you are only paying for a service that offers POP (like a kiosk plan) - then you are going to have to change something on your side. 

Outlook won't work with POP3 with basic auth. It's insecure, and we're turning it off. If you want to keep using Outlook you'll have to pay for a plan that allows you to use something other than POP to connect, then you can keep using Outlook. I'd also suggest then uploading all those PST files to us. We'll look after the data and you can get to it from any machine you want. 

If you want to keep using POP, then you'll have to find another email client like Thunderbird to use. But... it probably can't read and use your PST files. 

So - bottom line - pay for a better plan where you can use Outlook and MAPI. Then upload all the PSTs to us and just leave them there. 

if you don't want to pay for a better plan, then go and re-enable POP following the steps and blog here, then upload all the PSTs to us, and switch to browser based mail, or Thunderbird and IMAP (IMAP won't remove mail from the server). 

If all of that makes sense great. If not - open a support ticket and have someone help you. But bottom line is, you need to change the way you are working, sorry.