I had to reach out to their technical support (for the outlook.com / hotmail.com stuff) recently when email from my personal MTA disappeared into a black hole for ~9 hours.

After about hour 1 or 2 I raised a support request (as a customer) and over the course of an hour (online chat session) it became apparent that even with me giving precise dates, times, IP addresses and MSGID's they couldn't do anything. Despite the fact that their MX had accepted the emails, so clearly there would be log data somewhere to show where they went.

The emails randomly appeared in my inbox overnight - after that 9+ hour delay - and I (as an exercise) kept the support request open asking for an explanation.

After about 2 weeks of email exchange every couple of days, I gave up - even having requested escalation to the next tier, no-one could explain to me why their internal mail server network just randomly decided to hold up my emails for so long.

Funny part is I keep getting surveys asking me to rank my experience.

Cannot in good faith, recommend Microsoft's free-tier mail services, and I have a massive questionmark over their commercial ones as well, given this experience.

Mark.

On 2023-09-08 01:46, Mike Hillyer via mailop wrote:

Given how much abuse comes out of the Microsoft and Gmail networks, they can't even trust themselves anymore.

I honestly wonder why they haven't shut down the various outreach tools connected to their mailboxes.

Mike

From: mailop <[email protected]> On Behalf Of Allen Kevorkov via mailop
Sent: Thursday, September 7, 2023 9:18 AM
To: Mailop <[email protected]>
Subject: [mailop] Let's play "What's wrong with this picture?" - perhaps Microsoft can take the first stab at this :)

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