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[o'wolf]

Those emails would go out exactly in the order they get sent, and will most likely arrive in that exact order, too. Also, it will certainly get the receiver's attention in a way the sender probably won't like...

[Suicune]

It worked just fine last year, so I don't see why it should fail this year.

Did he say while it failed. You have been warned.
https://puu.sh/F14oD/6687817b5d.png

[Dragon]

+1.

Jan 18 07:00:23 postfix/smtp[817]: 784C9160206: to=<reservierung@estrel.com>, relay=estrel-com.mail.protection.outlook.com[104.47.8.36]:25, delay=1.1, delays=0.99/0/0.05/0.02, dsn=5.7.606, status=bounced (host estrel-com.mail.protection.outlook.com[104.47.8.36] said: 550 5.7.606 Access denied, banned sending IP [---].

[Dragon]

After some research it seems Microsoft put the whole AS of my hoster on a blacklist. While it worked fine in the past 6 years, it killed the registration for me this year.