Re: [mailop] Microsoft Consumer Email Deliverability Issue

2021-05-05 Thread Pierre Ozoux via mailop

Thanks a lot for your investigation :)

On 02.05.21 23:51, Arne Jensen wrote:

Den 01-05-2021 kl. 22:44 skrev Pierre Ozoux via mailop:

We are a small provider based in France ( https://indiehosters.net )
and we have all in place (DMARC, DKIM, PTR, SNDS, JMRP, and a really
strict SPF)

A really strict SPF sounds nice, ... but where exactly?

You're actually using the weakest possible SPF:
Thanks, I though the include did include the -all :/ and yes, I'm not a 
seasonned email admin yet :)

indiehosters.net.   86400    IN  TXT "v=spf1
include:mail.indie.host -all"

indie.host. 86400    IN  TXT "v=spf1
include:mail.indie.host -all"

mail.indie.host.    10800    IN  TXT "v=spf1
ip4:195.201.199.169 -all"

indie.host and indiehosters.net's SPF records are then cached in DNS for
86400 seconds (24 hours).

Should you need to change, you just change mail.indie.host, which you
are only asking others to cache for 10800 seconds (3 hours).

However, again, since you've said for more than a year, I'd simply just
make the mail.indie.host TXT record 86400 as well.


I followed your recommendation, it was actually the default of my 
previous provider I think.



I also Identified that we were marked as spam 2 times because of 
notification of chat software:

https://github.com/RocketChat/feature-requests/issues/459


I also noticed this in discourse:

https://meta.discourse.org/t/discourse-setting-reply-to-value-in-from-header-field-when-using-reply-by-email-feature/103303

(Not sure Microsoft trusts me that I send emails as if I was gmail... 
pretty sure it is a big redflag in the eyes of the algo!)



Still Investigating, I'll report here if I find some success :)


But thanks again for your thorough investigation :)


Have a nice evening!

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Re: [mailop] Microsoft Consumer Email Deliverability Issue

2021-05-02 Thread Arne Jensen via mailop

Den 01-05-2021 kl. 22:44 skrev Pierre Ozoux via mailop:
> We are a small provider based in France ( https://indiehosters.net )
> and we have all in place (DMARC, DKIM, PTR, SNDS, JMRP, and a really
> strict SPF)

A really strict SPF sounds nice, ... but where exactly?

You're actually using the weakest possible SPF:

> $ dig +noall +answer TXT indiehosters.net
> indiehosters.net.   1799    IN  TXT "v=spf1
> include:mail.indie.host"
If I'm spoofing "t...@indiehosters.net" from one of my mail servers, it
look in the include, but then fall back to the SPF's default, and most
weakest (neutral, "?all").

Add "-all" in the end?

> $ dig +noall +answer TXT indie.host
> indie.host. 10800   IN  TXT "v=spf1
> include:mail.indie.host"
If I'm spoofing "t...@indie.host" from one of my mail servers, it look
in the include, but then fall back to the SPF's default, and most
weakest (neutral, "?all").

Add "-all" in the end?

> $ dig +noall +answer TXT mail.indie.host
> mail.indie.host.    1800    IN  TXT "v=spf1
> ip4:195.201.199.169 a -all"

This one is strict, but the two previous SPF that includes this one
won't include the "-all" of it.

This one does however also show signs of lack of expertise with the SPF
system. Why the "a"?

> $ dig +noall +answer A mail.indie.host
> mail.indie.host.    1785    IN  A   195.201.199.169
Since that "a" includes the A record of the host, and that A is already
included with ip4:195.201.199.169, remove that *duplicating* "a"
mechanism from the "mail.indie.host" TXT.

> $ dig +noall +answer TXT ozoux.net
> ozoux.net.  10800   IN  TXT "v=spf1
> include:_mailcust.gandi.net ?all"
Not even the domain you send from here, ... holds a strict SPF, at all.

So out of curiosity, what is your definition of "a really strict SPF"? :)


I would however also suggest trying to raise your TTL.

A 1800('ish) TTL for several of the TXT's above, as well as the A
record, ... considering you say you've had the IP address for more than
a year?

That sounds silly with a so little TTL for such critical (and static)
infrastructure.

In the very few times I've had to change IP addresses, due to things
happening at an hosting provider, I've always seen like a minimum of 1
week, but typically in the area of at least 2-3 weeks to migrate over.


If you insist on doing the simplicity, by just changing
"mail.indie.host" every time you have changes, and include that from
other records, I suggest something like:

> indiehosters.net.   86400    IN  TXT "v=spf1
> include:mail.indie.host -all"
>
> indie.host. 86400    IN  TXT "v=spf1
> include:mail.indie.host -all"
>
> mail.indie.host.    10800    IN  TXT "v=spf1
> ip4:195.201.199.169 -all"
indie.host and indiehosters.net's SPF records are then cached in DNS for
86400 seconds (24 hours).

Should you need to change, you just change mail.indie.host, which you
are only asking others to cache for 10800 seconds (3 hours).

However, again, since you've said for more than a year, I'd simply just
make the mail.indie.host TXT record 86400 as well.


>
> I think we tried everything, maybe not yet the outbound rate limiting.
> It is my next step. Do you think it will help?

Maybe, but it depends on various different things, - your traffic levels
and how much "bad" there is of it.

Typically, rate limiting are added to prevent something negative from
happening, but if nothing negative is happening from your network
towards Outlook in this case, then rate limiting most likely won't do
anything for this particular case.

> We also use hetzner, I guess their IP range doesn't have a good
> reputation, but we have this IP since more than a year now. Do you
> have a recommendation for a provider that would have a better reputation?

No, unfortunately not. I wouldn't use Hetzner any mission critical (...
outbound) email infrastructure, at all. Same goes on for several other
hosting providers though.


-- 
Med venlig hilsen / Kind regards,
Arne Jensen


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Re: [mailop] Microsoft Consumer Email Deliverability Issue

2021-05-02 Thread Michael Rathbun via mailop
On Sat, 1 May 2021 16:22:13 -0500, Scott Mutter via mailop 
wrote:

>The fact that filling out their support ticket does nothing except generate
>canned responses and that you have to come here to Mailops to get any
>movement on a blocked IP address or blocked server - you would think that
>that would tell Microsoft something about how ineffective their support
>ticket system is.  (But as others have said, they don't really care).

There are people there who care, deeply (I was once one of them).  Alack, they
are not the persons who make significant decisions or can cause things to
happen.

mdr
-- 
  Ad finem pugnabo.

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Re: [mailop] Microsoft Consumer Email Deliverability Issue

2021-05-01 Thread Matt Corallo via mailop
As far as I can tell, there's nothing you can do. You can try a non-Hetzner IP, sure, but plenty of people on here (like 
me!) have a dedicated IP in their own IP space for sending mail and still go straight to Hotmail-Junk.


Rate limiting might help, but if you send too *few* mails Microsoft's way 
you'll definitely go straight to Hotmail-Junk.

I think the only real option is to pay Validity money and get Return Path certification, but I haven't gotten far enough 
to actually pulling the trigger there to see if it solves the problem, and certainly for small senders it might entirely 
not.


Maybe you can pay someone large to relay your SMTP outbound when its headed to Microsoft (with associated configuration 
requirements).


Matt

On 5/1/21 16:44, Pierre Ozoux via mailop wrote:

Hi!

(I'm new here, so if I'm doing mistakes, do not hesitate to tell me with MP, or 
public, I'd like to respect the community)


We are a small provider based in France ( https://indiehosters.net ) and we have all in place (DMARC, DKIM, PTR, SNDS, 
JMRP, and a really strict SPF)


Since a year, we are marked as spam in Microsoft and it is painful.


We are offering a free software alternative as a service for people that don't know much about tech, and before we were 
offering a Nextcloud + email + domain to people, but since a year we stopped offering email. Just because of that, we 
don't feel comfortable.


(and yesterday a customer canceled because of that issue :/ )


I think we tried everything, maybe not yet the outbound rate limiting. It is my 
next step. Do you think it will help?


We also use hetzner, I guess their IP range doesn't have a good reputation, but we have this IP since more than a year 
now. Do you have a recommendation for a provider that would have a better reputation?



I'm also planning on asking all my friends with outlook account to mark my emails as non spam, maybe it will help the 
algorithm?



When I read the answer of microsoft support, I feel like in the process of Kafka, I'm being accused of wrong doing, and 
I don't know why..


If the big tech want to push AI, I think they have to polish the user experience right now, but currently, it is sending 
the really wrong signal I'd say..



Here is the snippet:


8<-

We have reviewed your IP(s) (195.201.199.169) and determined that messages are being filtered (i.e. sent to the Junk 
folder) based on the recommendations of the SmartScreen® Filter.


Email filtering is based on many factors, but primarily it's due to mail content and recipient interaction with that 
mail. Because of the proprietary nature of SmartScreen® and because SmartScreen® Filter technology is always adapting 
and learning more about what is and isn't unwanted mail, it is not possible for us to offer specific advice about 
improving your mail content. However, in general SmartScreen® Filter evaluates specific words or characteristics from 
each e-mail message and weights them, based on their likelihood to indicate that a message is unwanted or legitimate mail.


Unfortunately, after reviewing the information you provided and in compliance with our mail policies, we are unable to 
offer immediate mitigation for your deliverability issue. However, we have some specific recommendations for you to 
consider that can help you to improve deliverability over time.


-->8--



If it can help identify the issue here is one header of an email marked as spam:

8<-

Received: from SN1NAM01HT088.eop-nam01.prod.protection.outlook.com (2603:10d6:1:13::14) by 
SC1PR80MB5840.lamprd80.prod.outlook.com with HTTPS via SC1PR80CA0111.LAMPRD80.PROD.OUTLOOK.COM; Wed, 28 Apr 2021 
21:14:08 + Received: from SN1NAM01FT012.eop-nam01.prod.protection.outlook.com (10.152.64.54) by 
SN1NAM01HT088.eop-nam01.prod.protection.outlook.com (10.152.64.185) with Microsoft SMTP Server (version=TLS1_2, 
cipher=TLS_ECDHE_RSA_WITH_AES_256_GCM_SHA384) id 15.20.4065.21; Wed, 28 Apr 2021 19:14:02 + Authentication-Results: 
spf=pass (sender IP is 195.201.199.169) smtp.mailfrom=indie.host; outlook.com; dkim=pass (signature was verified) 
header.d=indie.host;outlook.com; dmarc=bestguesspass action=none header.from=indie.host;compauth=pass reason=109 
Received-SPF: Pass (protection.outlook.com: domain of indie.host designates 195.201.199.169 as permitted sender) 
receiver=protection.outlook.com; client-ip=195.201.199.169; helo=mail.indie.host; Received: from mail.indie.host 
(195.201.199.169) by SN1NAM01FT012.mail.protection.outlook.com (10.152.64.76) with Microsoft SMTP Server 
(version=TLS1_2, cipher=TLS_ECDHE_RSA_WITH_AES_256_GCM_SHA384) id 15.20.4065.21 via Frontend Transport; Wed, 28 Apr 2021 
19:14:01 + X-IncomingTopHeaderMarker: 
OriginalChecksum:3B9969F29DB8F8B497A9C9FFAFC66A0AE4C6537955A953653217568EFEB280B5;UpperCasedChecksum:57C883C4E156BE8B2C54F046D8E4C851D632AA891995B9759433B004C2A0F949;SizeAsReceived:1078;Count:11 
Received: from authenticated-user (mail.indie.host 

Re: [mailop] Microsoft Consumer Email Deliverability Issue

2021-05-01 Thread Scott Mutter via mailop
The fact that filling out their support ticket does nothing except generate
canned responses and that you have to come here to Mailops to get any
movement on a blocked IP address or blocked server - you would think that
that would tell Microsoft something about how ineffective their support
ticket system is.  (But as others have said, they don't really care).



On Sat, May 1, 2021 at 12:28 PM André Peters via mailop 
wrote:

> I can only agree. Using Outlook means check your junk for important mail
> and find a lot of trash in your inbox.
>
> We have moved countless new customers away from Outlook because of this
> issue. I don't know why they don't care. Really.
>
>
> > Am 01.05.2021 um 18:55 schrieb Matt Corallo via mailop <
> mailop@mailop.org>:
> >
> > If you're a small-scale sender, this is just the way it goes with
> Outlook.com - SNDS doesn't do anything except provide you %s, and because
> the number of emails from small-scale senders is so low (and the
> "customers" here don't even pay for the service), Microsoft isn't
> incentivized to fix the issue. The usual "if you're using
> outlook.com/hotmail and don't check your junk folder regularly, you're
> missing messages" rule applies.
> >
> > If you're in the very-small-scale sender club SNDS doesn't even show you
> % mails that went to spam, and exists purely to inform you that your IPs
> "have normal status" despite all the mail from them going direct to Junk
> (and all the headers, like you mentioned, showing scores of
> PCL=2/SCL=0/BCL=0).
> >
> > Worse, they haven't correctly resolved SPF/DKIM DNS records for many
> months (despite sending and receiving DNS queries for the associated
> records)[1], spuriously failing messages that others accept without issue.
> >
> > [1]
> https://techcommunity.microsoft.com/t5/outlook/received-spf-temperror-protection-outlook-com-error-in/m-p/1801696
> >
> > Matt
> >
> >> On 4/29/21 20:26, Robert Schoneman via mailop wrote:
> >> We're having issues sending order confirmations from our event
> ticketing system to users of Microsoft's consumer email services (Outlook,
> Hotmail, Live, MSN). The order confirmations are being sent to Junk. Some
> details are below this paragraph. I've communicated with Microsoft's
> "Outlook.com Deliverability Support Team" and while they were very
> responsive, unfortunately we hit a roadblock. They wanted us to enroll in
> JMRP and SNDS. Microsoft's JMRP system requires enrollment in SNDS.
> However, to enroll in SNDS requires verifying ownership of the sending
> IP's. We don't own them. Our event ticketing system vendor who does hasn't
> been helpful. We own the sending domain.
> >>  * SPF, DKIM, DMARC are all good and show as "pass" in the email
> headers of messages sent to junk.
> >>  * Sending IP's have the correct PTR records.
> >>  * Looking at the headers of a message sent to Junk, I see that our PCL
> = 2, SCL = 0 and BCL = 0.
> >>  * MS confirmed our sending IP's  and domain aren't the issue: "We were
> unable to identify anything on our side that
> >>would prevent your mail from reaching Outlook.com customers."
> >>  * MS did however determine that "messages are being filtered (i.e.
> sent to the Junk folder) based on the
> >>recommendations of the SmartScreen Filter."
> >>  * Email messages from the same sending domain and IP's, using the same
> address, which are other than order
> >>confirmations (reports, for example) deliver to my Outlook.com email
> address' Inbox without issue.
> >>  * The offending emails have
> >>  o No attachments
> >>  o One image stored on the same domain the message is sent from
> >>  o No links
> >>  o No card info
> >>  o A name and email address matching the recipient
> >>  * All emails are sent from a valid address and all NDRs/bounces are
> resolved.
> >>  * No marketing or bulk mail is sent from the domain.
> >>  * The same emails sent to Google, AOL, Yahoo deliver without issue.
> >> I'm out of ideas here and would welcome any help on or off list.  Our
> concern is if we can’t deliver an order confirmation to our customers who
> use these email services, we’ll also have issues delivering their
> electronic tickets.
> >> Robert Schoneman | Director of IT
> >> *Blumenthal Performing Arts*
> >> ___
> >> mailop mailing list
> >> mailop@mailop.org
> >> https://list.mailop.org/listinfo/mailop
> > ___
> > mailop mailing list
> > mailop@mailop.org
> > https://list.mailop.org/listinfo/mailop
>
> ___
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> https://list.mailop.org/listinfo/mailop
>
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Re: [mailop] Microsoft Consumer Email Deliverability Issue

2021-05-01 Thread Pierre Ozoux via mailop

Hi!

(I'm new here, so if I'm doing mistakes, do not hesitate to tell me with 
MP, or public, I'd like to respect the community)



We are a small provider based in France ( https://indiehosters.net ) and 
we have all in place (DMARC, DKIM, PTR, SNDS, JMRP, and a really strict SPF)


Since a year, we are marked as spam in Microsoft and it is painful.


We are offering a free software alternative as a service for people that 
don't know much about tech, and before we were offering a Nextcloud + 
email + domain to people, but since a year we stopped offering email. 
Just because of that, we don't feel comfortable.


(and yesterday a customer canceled because of that issue :/ )


I think we tried everything, maybe not yet the outbound rate limiting. 
It is my next step. Do you think it will help?



We also use hetzner, I guess their IP range doesn't have a good 
reputation, but we have this IP since more than a year now. Do you have 
a recommendation for a provider that would have a better reputation?



I'm also planning on asking all my friends with outlook account to mark 
my emails as non spam, maybe it will help the algorithm?



When I read the answer of microsoft support, I feel like in the process 
of Kafka, I'm being accused of wrong doing, and I don't know why..


If the big tech want to push AI, I think they have to polish the user 
experience right now, but currently, it is sending the really wrong 
signal I'd say..



Here is the snippet:


8<-

We have reviewed your IP(s) (195.201.199.169) and determined that 
messages are being filtered (i.e. sent to the Junk folder) based on the 
recommendations of the SmartScreen® Filter.


Email filtering is based on many factors, but primarily it's due to mail 
content and recipient interaction with that mail. Because of the 
proprietary nature of SmartScreen® and because SmartScreen® Filter 
technology is always adapting and learning more about what is and isn't 
unwanted mail, it is not possible for us to offer specific advice about 
improving your mail content. However, in general SmartScreen® Filter 
evaluates specific words or characteristics from each e-mail message and 
weights them, based on their likelihood to indicate that a message is 
unwanted or legitimate mail.


Unfortunately, after reviewing the information you provided and in 
compliance with our mail policies, we are unable to offer immediate 
mitigation for your deliverability issue. However, we have some specific 
recommendations for you to consider that can help you to improve 
deliverability over time.


-->8--



If it can help identify the issue here is one header of an email marked 
as spam:


8<-

Received: from SN1NAM01HT088.eop-nam01.prod.protection.outlook.com 
(2603:10d6:1:13::14) by SC1PR80MB5840.lamprd80.prod.outlook.com with 
HTTPS via SC1PR80CA0111.LAMPRD80.PROD.OUTLOOK.COM; Wed, 28 Apr 2021 
21:14:08 + Received: from 
SN1NAM01FT012.eop-nam01.prod.protection.outlook.com (10.152.64.54) by 
SN1NAM01HT088.eop-nam01.prod.protection.outlook.com (10.152.64.185) with 
Microsoft SMTP Server (version=TLS1_2, 
cipher=TLS_ECDHE_RSA_WITH_AES_256_GCM_SHA384) id 15.20.4065.21; Wed, 28 
Apr 2021 19:14:02 + Authentication-Results: spf=pass (sender IP is 
195.201.199.169) smtp.mailfrom=indie.host; outlook.com; dkim=pass 
(signature was verified) header.d=indie.host;outlook.com; 
dmarc=bestguesspass action=none header.from=indie.host;compauth=pass 
reason=109 Received-SPF: Pass (protection.outlook.com: domain of 
indie.host designates 195.201.199.169 as permitted sender) 
receiver=protection.outlook.com; client-ip=195.201.199.169; 
helo=mail.indie.host; Received: from mail.indie.host (195.201.199.169) 
by SN1NAM01FT012.mail.protection.outlook.com (10.152.64.76) with 
Microsoft SMTP Server (version=TLS1_2, 
cipher=TLS_ECDHE_RSA_WITH_AES_256_GCM_SHA384) id 15.20.4065.21 via 
Frontend Transport; Wed, 28 Apr 2021 19:14:01 + 
X-IncomingTopHeaderMarker: 
OriginalChecksum:3B9969F29DB8F8B497A9C9FFAFC66A0AE4C6537955A953653217568EFEB280B5;UpperCasedChecksum:57C883C4E156BE8B2C54F046D8E4C851D632AA891995B9759433B004C2A0F949;SizeAsReceived:1078;Count:11 
Received: from authenticated-user (mail.indie.host [195.201.199.169]) 
(using TLSv1.3 with cipher TLS_AES_128_GCM_SHA256 (128/128 bits) 
key-exchange X25519 server-signature RSA-PSS (4096 bits) server-digest 
SHA256) (No client certificate requested) by mail.indie.host (Postfix) 
with ESMTPSA id 472B63104A3 for ; Wed, 28 Apr 
2021 19:14:00 + (UTC) DKIM-Signature: v=1; a=rsa-sha256; 
c=simple/simple; d=indie.host; s=mail; t=1619637240; 
bh=4xTo9NybVTJVLznlhtmKky7A4ycQONri6kUHBVV8KvQ=; 
h=To:From:Subject:Date:From; 
b=hbvVu70PxQFCBUht1XyBDbJ6ayu9t+SK4UOzTrV+W4+B7mcS8wwVgbrwDPHxTeM5E 
MoFADifrRLBqM/UYmrDdhaZKVRfRAMGAQRllfH7Nq5ZcWXOT571C9YIn62pI7B79kU 
0L9IhszaAikKMQkaiSsFeYIHQCT5wkc3uYhiNQR4= To: Pierre Ozoux 
 From: Contact  Subject: 
Hello! Message-ID:  
Date: Wed, 28 Apr 2021 21:13:54 +0200 Content-Type: 

Re: [mailop] Microsoft Consumer Email Deliverability Issue

2021-05-01 Thread André Peters via mailop
I can only agree. Using Outlook means check your junk for important mail and 
find a lot of trash in your inbox. 

We have moved countless new customers away from Outlook because of this issue. 
I don't know why they don't care. Really.


> Am 01.05.2021 um 18:55 schrieb Matt Corallo via mailop :
> 
> If you're a small-scale sender, this is just the way it goes with 
> Outlook.com - SNDS doesn't do anything except provide you %s, and because the 
> number of emails from small-scale senders is so low (and the "customers" here 
> don't even pay for the service), Microsoft isn't incentivized to fix the 
> issue. The usual "if you're using outlook.com/hotmail and don't check your 
> junk folder regularly, you're missing messages" rule applies.
> 
> If you're in the very-small-scale sender club SNDS doesn't even show you % 
> mails that went to spam, and exists purely to inform you that your IPs "have 
> normal status" despite all the mail from them going direct to Junk (and all 
> the headers, like you mentioned, showing scores of PCL=2/SCL=0/BCL=0).
> 
> Worse, they haven't correctly resolved SPF/DKIM DNS records for many months 
> (despite sending and receiving DNS queries for the associated records)[1], 
> spuriously failing messages that others accept without issue.
> 
> [1] 
> https://techcommunity.microsoft.com/t5/outlook/received-spf-temperror-protection-outlook-com-error-in/m-p/1801696
> 
> Matt
> 
>> On 4/29/21 20:26, Robert Schoneman via mailop wrote:
>> We're having issues sending order confirmations from our event ticketing 
>> system to users of Microsoft's consumer email services (Outlook, Hotmail, 
>> Live, MSN). The order confirmations are being sent to Junk. Some details are 
>> below this paragraph. I've communicated with Microsoft's "Outlook.com 
>> Deliverability Support Team" and while they were very responsive, 
>> unfortunately we hit a roadblock. They wanted us to enroll in JMRP and SNDS. 
>> Microsoft's JMRP system requires enrollment in SNDS. However, to enroll in 
>> SNDS requires verifying ownership of the sending IP's. We don't own them. 
>> Our event ticketing system vendor who does hasn't been helpful. We own the 
>> sending domain.
>>  * SPF, DKIM, DMARC are all good and show as "pass" in the email headers of 
>> messages sent to junk.
>>  * Sending IP's have the correct PTR records.
>>  * Looking at the headers of a message sent to Junk, I see that our PCL = 2, 
>> SCL = 0 and BCL = 0.
>>  * MS confirmed our sending IP's  and domain aren't the issue: "We were 
>> unable to identify anything on our side that
>>would prevent your mail from reaching Outlook.com customers."
>>  * MS did however determine that "messages are being filtered (i.e. sent to 
>> the Junk folder) based on the
>>recommendations of the SmartScreen Filter."
>>  * Email messages from the same sending domain and IP's, using the same 
>> address, which are other than order
>>confirmations (reports, for example) deliver to my Outlook.com email 
>> address' Inbox without issue.
>>  * The offending emails have
>>  o No attachments
>>  o One image stored on the same domain the message is sent from
>>  o No links
>>  o No card info
>>  o A name and email address matching the recipient
>>  * All emails are sent from a valid address and all NDRs/bounces are 
>> resolved.
>>  * No marketing or bulk mail is sent from the domain.
>>  * The same emails sent to Google, AOL, Yahoo deliver without issue.
>> I'm out of ideas here and would welcome any help on or off list.  Our 
>> concern is if we can’t deliver an order confirmation to our customers who 
>> use these email services, we’ll also have issues delivering their electronic 
>> tickets.
>> Robert Schoneman | Director of IT
>> *Blumenthal Performing Arts*
>> ___
>> mailop mailing list
>> mailop@mailop.org
>> https://list.mailop.org/listinfo/mailop
> ___
> mailop mailing list
> mailop@mailop.org
> https://list.mailop.org/listinfo/mailop

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Re: [mailop] Microsoft Consumer Email Deliverability Issue

2021-05-01 Thread Matt Corallo via mailop
If you're a small-scale sender, this is just the way it goes with Outlook.com - SNDS doesn't do anything except provide 
you %s, and because the number of emails from small-scale senders is so low (and the "customers" here don't even pay for 
the service), Microsoft isn't incentivized to fix the issue. The usual "if you're using outlook.com/hotmail and don't 
check your junk folder regularly, you're missing messages" rule applies.


If you're in the very-small-scale sender club SNDS doesn't even show you % mails that went to spam, and exists purely to 
inform you that your IPs "have normal status" despite all the mail from them going direct to Junk (and all the headers, 
like you mentioned, showing scores of PCL=2/SCL=0/BCL=0).


Worse, they haven't correctly resolved SPF/DKIM DNS records for many months (despite sending and receiving DNS queries 
for the associated records)[1], spuriously failing messages that others accept without issue.


[1] 
https://techcommunity.microsoft.com/t5/outlook/received-spf-temperror-protection-outlook-com-error-in/m-p/1801696

Matt

On 4/29/21 20:26, Robert Schoneman via mailop wrote:
We're having issues sending order confirmations from our event ticketing system to users of Microsoft's consumer email 
services (Outlook, Hotmail, Live, MSN). The order confirmations are being sent to Junk. Some details are below this 
paragraph. I've communicated with Microsoft's "Outlook.com Deliverability Support Team" and while they were very 
responsive, unfortunately we hit a roadblock. They wanted us to enroll in JMRP and SNDS. Microsoft's JMRP system 
requires enrollment in SNDS. However, to enroll in SNDS requires verifying ownership of the sending IP's. We don't own 
them. Our event ticketing system vendor who does hasn't been helpful. We own the sending domain.


  * SPF, DKIM, DMARC are all good and show as "pass" in the email headers of 
messages sent to junk.
  * Sending IP's have the correct PTR records.
  * Looking at the headers of a message sent to Junk, I see that our PCL = 2, 
SCL = 0 and BCL = 0.
  * MS confirmed our sending IP's  and domain aren't the issue: "We were unable 
to identify anything on our side that
would prevent your mail from reaching Outlook.com customers."
  * MS did however determine that "messages are being filtered (i.e. sent to 
the Junk folder) based on the
recommendations of the SmartScreen Filter."
  * Email messages from the same sending domain and IP's, using the same 
address, which are other than order
confirmations (reports, for example) deliver to my Outlook.com email 
address' Inbox without issue.
  * The offending emails have
  o No attachments
  o One image stored on the same domain the message is sent from
  o No links
  o No card info
  o A name and email address matching the recipient
  * All emails are sent from a valid address and all NDRs/bounces are resolved.
  * No marketing or bulk mail is sent from the domain.
  * The same emails sent to Google, AOL, Yahoo deliver without issue.

I'm out of ideas here and would welcome any help on or off list.  Our concern is if we can’t deliver an order 
confirmation to our customers who use these email services, we’ll also have issues delivering their electronic tickets.


Robert Schoneman | Director of IT

*Blumenthal Performing Arts*


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Re: [mailop] Microsoft Consumer Email Deliverability Issue

2021-04-30 Thread Robert Schoneman via mailop
"No links" means "no user clickable links". The image is a small logo. 

Message is HTML only. We don't have the ability to edit the message template 
beyond a few things like our organization's name, etc. 

-Original Message-
From: mailop  On Behalf Of Bob Proulx via mailop
Sent: Friday, April 30, 2021 1:10 AM
To: mailop@mailop.org
Subject: Re: [mailop] Microsoft Consumer Email Deliverability Issue

Robert Schoneman via mailop wrote:
>   *   The offending emails have
>  *   No attachments
>  *   One image stored on the same domain the message is sent from
>  *   No links

Just some questions...

That "One image stored on the same domain the message is sent from"
must be a link, right?  So the "No links" seems to be a conflict, right?  
Really meant no links other than this one image link?  Might be better without 
any links.  Is the image necessary?

I assume this is HTML mail.  Is it HTML only?  Or is it multipart alternative 
with an appropriate plain text part?  I suggest the latter but the plain text 
portion must be an appropriate alternative.

But as for staring into the abyss that is Microsoft consumer email I try not to 
stare into that abyss too long as then the abyss stares back.  I have had 
trouble dealing with them before and they are not friendly about it.  Good luck!

Bob
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Re: [mailop] Microsoft Consumer Email Deliverability Issue

2021-04-29 Thread Bob Proulx via mailop
Robert Schoneman via mailop wrote:
>   *   The offending emails have
>  *   No attachments
>  *   One image stored on the same domain the message is sent from
>  *   No links

Just some questions...

That "One image stored on the same domain the message is sent from"
must be a link, right?  So the "No links" seems to be a conflict,
right?  Really meant no links other than this one image link?  Might
be better without any links.  Is the image necessary?

I assume this is HTML mail.  Is it HTML only?  Or is it multipart
alternative with an appropriate plain text part?  I suggest the latter
but the plain text portion must be an appropriate alternative.

But as for staring into the abyss that is Microsoft consumer email I
try not to stare into that abyss too long as then the abyss stares
back.  I have had trouble dealing with them before and they are not
friendly about it.  Good luck!

Bob
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Re: [mailop] Microsoft Consumer Email Deliverability Issue

2021-04-29 Thread Michael Wise via mailop

Keep replying, and explain why you can't enroll in SNDS, and ask them to ... 
"Escalate".
That's all I can suggest, sorry.

Aloha,
Michael.
--
Michael J Wise
Microsoft Corporation| Spam Analysis
"Your Spam Specimen Has Been Processed."
Open a ticket for Hotmail<http://go.microsoft.com/fwlink/?LinkID=614866> ?

From: mailop  On Behalf Of Robert Schoneman via 
mailop
Sent: Thursday, April 29, 2021 5:27 PM
To: mailop@mailop.org
Subject: [EXTERNAL] [mailop] Microsoft Consumer Email Deliverability Issue

We're having issues sending order confirmations from our event ticketing system 
to users of Microsoft's consumer email services (Outlook, Hotmail, Live, MSN). 
The order confirmations are being sent to Junk. Some details are below this 
paragraph. I've communicated with Microsoft's "Outlook.com Deliverability 
Support Team" and while they were very responsive, unfortunately we hit a 
roadblock. They wanted us to enroll in JMRP and SNDS. Microsoft's JMRP system 
requires enrollment in SNDS. However, to enroll in SNDS requires verifying 
ownership of the sending IP's. We don't own them. Our event ticketing system 
vendor who does hasn't been helpful. We own the sending domain.


  *   SPF, DKIM, DMARC are all good and show as "pass" in the email headers of 
messages sent to junk.
  *   Sending IP's have the correct PTR records.
  *   Looking at the headers of a message sent to Junk, I see that our PCL = 2, 
SCL = 0 and BCL = 0.
  *   MS confirmed our sending IP's  and domain aren't the issue: "We were 
unable to identify anything on our side that would prevent your mail from 
reaching Outlook.com customers."
  *   MS did however determine that "messages are being filtered (i.e. sent to 
the Junk folder) based on the recommendations of the SmartScreen Filter."
  *   Email messages from the same sending domain and IP's, using the same 
address, which are other than order confirmations (reports, for example) 
deliver to my Outlook.com email address' Inbox without issue.
  *   The offending emails have
 *   No attachments
 *   One image stored on the same domain the message is sent from
 *   No links
 *   No card info
 *   A name and email address matching the recipient
  *   All emails are sent from a valid address and all NDRs/bounces are 
resolved.
  *   No marketing or bulk mail is sent from the domain.
  *   The same emails sent to Google, AOL, Yahoo deliver without issue.

I'm out of ideas here and would welcome any help on or off list.  Our concern 
is if we can't deliver an order confirmation to our customers who use these 
email services, we'll also have issues delivering their electronic tickets.

Robert Schoneman | Director of IT
Blumenthal Performing Arts

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[mailop] Microsoft Consumer Email Deliverability Issue

2021-04-29 Thread Robert Schoneman via mailop
We're having issues sending order confirmations from our event ticketing system 
to users of Microsoft's consumer email services (Outlook, Hotmail, Live, MSN). 
The order confirmations are being sent to Junk. Some details are below this 
paragraph. I've communicated with Microsoft's "Outlook.com Deliverability 
Support Team" and while they were very responsive, unfortunately we hit a 
roadblock. They wanted us to enroll in JMRP and SNDS. Microsoft's JMRP system 
requires enrollment in SNDS. However, to enroll in SNDS requires verifying 
ownership of the sending IP's. We don't own them. Our event ticketing system 
vendor who does hasn't been helpful. We own the sending domain.


  *   SPF, DKIM, DMARC are all good and show as "pass" in the email headers of 
messages sent to junk.
  *   Sending IP's have the correct PTR records.
  *   Looking at the headers of a message sent to Junk, I see that our PCL = 2, 
SCL = 0 and BCL = 0.
  *   MS confirmed our sending IP's  and domain aren't the issue: "We were 
unable to identify anything on our side that would prevent your mail from 
reaching Outlook.com customers."
  *   MS did however determine that "messages are being filtered (i.e. sent to 
the Junk folder) based on the recommendations of the SmartScreen Filter."
  *   Email messages from the same sending domain and IP's, using the same 
address, which are other than order confirmations (reports, for example) 
deliver to my Outlook.com email address' Inbox without issue.
  *   The offending emails have
 *   No attachments
 *   One image stored on the same domain the message is sent from
 *   No links
 *   No card info
 *   A name and email address matching the recipient
  *   All emails are sent from a valid address and all NDRs/bounces are 
resolved.
  *   No marketing or bulk mail is sent from the domain.
  *   The same emails sent to Google, AOL, Yahoo deliver without issue.

I'm out of ideas here and would welcome any help on or off list.  Our concern 
is if we can't deliver an order confirmation to our customers who use these 
email services, we'll also have issues delivering their electronic tickets.

Robert Schoneman | Director of IT
Blumenthal Performing Arts

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