Unfortunately a few comments here have honed in on one contrived example of why I think this strategy is broken. To give another contrived example: I personally

Unfortunately a few comments here have honed in on one contrived example of why I think this strategy is broken. To give another contrived example: I personally had a logon to this portal, but it broke last year when they integrated logons with Azure and it took me like three months to get it fixed. The fact a critical security update can't just be downloaded is bad. I don't care if someone in sales thinks every licensed user should probably be able to get it. Here NCC produced a list of "valid" files to help people scan for not legit files. Except they don't have Exchange 2019 CU 8 because they couldn't get it: https://github.com/nccgroup/Cyber-Defence/tree/master/Intelligence/Exchange https://github.com/nccgroup/Cyber-Defence/tree/master/Intell... Microsoft has a hard limit (5?) on the number of individual accounts you can grant access and in a big enough org it's still plausible they'll be scattered across the world and you'll find none of them available the exact hour you need this update.