Mastodon admin help request; Boosts++ 

Hey friends

I'm periodically having people email me to say that confirmation emails aren't going through

Does anyone have good ideas on how to diagnose / fix this sort of problem?

It has mostly been people with Hotmail / Outlook addresses

(But then I'm pretty sure that we've had successful signups from those domains too, so I'm not sure)

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Mastodon admin help request; Boosts++ 

@bgcarlisle There are details here about how to fix Hotmail/Outlook deliverability issues: sendersupport.olc.protection.o

Basically you can guarantee deliverability by paying Return Path thousands of dollars every year, or you can make sure you have DKIM, DMARC & SPF all properly configured, sign up for their spam notification service, and if you still have problems you can email their support and they will unblock you for a limited time.

Mastodon admin help request; Boosts++ 

@paul @bgcarlisle
This is all applies he'd run own mail server but he's using mailgun, which I believe is a third-party service.

Mastodon admin help request; Boosts++ 

@avolkov @bgcarlisle Ah ok, then I would contact Mailgun and have them look into it.

If you can set up your own DKIM,SPF and DMARC records then I would do that first though (I don't know if Mailgun handles this for you?)

Mastodon admin help request; Boosts++ 

@paul
@bgcarlisle
So, yes. Those are your options

Microsoft's webmail infrastructure is a patchwork of acquisitions. You have intermittent delivery failures because various routes will be filtering against different versions of the block lists along with the periodic failures caused by bad neighbors. Also low level error reports often suggest resolution options that are no longer available

Very frustrating. Sorry you have to deal with that

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