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In my office365 is same type. Not a free hotmail/outlook account . This is a corporate account with domain . Just like Juhn_Hoo. Looks like almost same type but different domain. So then You should add or do something with this BUG. At least add info on main site that Your software is not...

So in this point You should make an upgrade or a notification that most of office365.com would not work at all.

Then waiting For Your Company to fix Your code for Office365 to work on all corporate servers . Not only few of them. Also the one You are testing is a free outlook.com account , not a corpo/pay plan office365.com account.

So that means it will not work at all on my setup ? (buggy software)

No , not at all. direct connection to smtp.office365.com

Hello , I am trying to resolve issue with sending mails via office365. during tests I got only: [01] 2/23 09:50:39 ~ Opening connection for delivery... [01] 2/23 09:50:39 ~ Connecting to smtp.office365.com Port:587 [01] 2/23 09:50:40 ~ Connected [01] 2/23 09:50:40 220...