Re: [mailop] Seeking advice for warming up IPs with Microsoft

2021-08-03 Thread Al Iverson via mailop
> I have resolved my problem by creating a free account with a
> third-party emailer and setting up MS-specific transport in
> postfix to direct all (and only) MS mail via that third party.
> Their free tier for email relaying has a 300/day limit that I
> will never ever exceed.
>
> (ref. https://www.linuxbabe.com/mail-server/microsoft-outlook-ip-blacklist)
>
> I believe that the third-party puts web bugs and things into the
> emails but I don't care.  Out of sight, out of mind.  All I know
> is that I may not have to worry about MS blocks any more.

I offer free relay through XNND without webbugs or whatever. Anyone
who wants, feel free to reach out and we can discuss. Personal/tiny
SMB use is the target here-- I want to solve somebody's Microsoft
problems, not inherit their possibly merited ones.

Cheers,
Al Iverson
-- 
Al Iverson // Wombatmail // Chicago
Deliverability: https://spamresource.com
DNS Tools: https://xnnd.com
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Re: [mailop] Seeking advice for warming up IPs with Microsoft

2021-08-03 Thread mailop--- via mailop

On Fri, 30 Jul 2021, mailop--- via mailop wrote:

My server is currently blocked by MS yet again and I've just 
initiated the usual tiresome process of getting mitigation.


I'm not sure that anyone can offer me anything other than 
sympathy but I'm open to any advice or suggestions.


I have resolved my problem by creating a free account with a 
third-party emailer and setting up MS-specific transport in 
postfix to direct all (and only) MS mail via that third party. 
Their free tier for email relaying has a 300/day limit that I 
will never ever exceed.


(ref. https://www.linuxbabe.com/mail-server/microsoft-outlook-ip-blacklist)

I believe that the third-party puts web bugs and things into the 
emails but I don't care.  Out of sight, out of mind.  All I know 
is that I may not have to worry about MS blocks any more.


Cheers,
--
Chris
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Re: [mailop] Seeking advice for warming up IPs with Microsoft

2021-07-30 Thread Philip Paeps via mailop
On 2021-07-30 18:10:23 (+0800), G. Miliotis via mailop wrote:
> We're just managing our misery here.

That's a great tag line for mailop@. :-)

Philip

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Senior Reality Engineer
Alternative Enterprises
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Re: [mailop] Seeking advice for warming up IPs with Microsoft

2021-07-30 Thread G. Miliotis via mailop

On 2021-07-30 11:30, mailop--- via mailop wrote:


I'm not sure that anyone can offer me anything other than sympathy but 
I'm open to any advice or suggestions.


These huge freemail providers are killing email. Mail was never supposed 
to be so centralized. We're just managing our misery here. It's totally 
arbitrary. The limit could be anywhere for any IP range and may change 
at any time. Fix it now, it breaks tomorrow, no feedback because of the 
operational imperatives of having millions of mailboxes.


I had a customer renting villas and they just kept getting junked in 
hotmail and gmail when replying to mails from customers (website mail 
forms are useless nowadays). So I sent them to Rackspace. Thought a 
bigger service would be better handled by the freemail services. Now 
they're on the phone all the time because of outright IP blocks. I think 
in the last month they've been on rackspace support 3 times due to 
outright hotmail blocks.


At least at my tiny MX they could get their mail sent to the junk box.  
Now they're just not sending at all. Whatever, at least I got that 
headache away from me. There's no point selling MX services below a 
certain threshold nowadays.


I'd try to get everyone in your group totally out of freemail services 
and install a decent webmail interface, or just use a relay. Also teach 
them to add everyone else to their safe sender lists / filters as a 
minimum. Or use a different channel you can control and build a 
community with, like a forum or a mastodon/pleroma server or something. 
Groups are now in the featureset, I read. If that fits your use case, of 
course.


Good luck
--GM

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Re: [mailop] Seeking advice for warming up IPs with Microsoft

2021-07-30 Thread Andre van Eyssen via mailop

On Fri, 30 Jul 2021, mailop--- via mailop wrote:

I'm not sure that anyone can offer me anything other than sympathy but I'm 
open to any advice or suggestions.


The biggest step I took to avoiding blocks was to run weekly stats reports 
on outgoing and catch the users who couldn't resist configuring a 
forward-all rule that dumped all their spam into gmail and MSFT. That 
really fixed the bulk of it. The only ongoing deliverability issue I have 
with Microsoft is mailman lists to hotmail.com addresses and I think they 
just tag those based on the mailman headers.


--
Andre van Eyssen.  Phone: +61 417 211 788
mail: an...@purplecow.org  http://andre.purplecow.org
About & Contact:  http://www.purplecow.org/andre.html
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Re: [mailop] Seeking advice for warming up IPs with Microsoft

2021-07-30 Thread Andrew C Aitchison via mailop

On Fri, 30 Jul 2021, mailop--- via mailop wrote:


On Tue, 27 Jul 2021, Al Iverson via mailop wrote:


Microsoft is the mailbox provider most likely to block, that's for sure.


I read these discussions about MS blocking with interest.

Like many others I run a very small volume mail server for family and 
friends.  Traffic to MS is never more than fifty emails per week and is 
usually in single digits.


Can you find and get together with some of these others to share
a private relay to achieve critical mass, or would that require
more members than can work on a single team ?

Can anyone here say whether an MS-only relay would be best,
or whether it should be all the big players, so that it gets
an internet-wide reputation ?

I'm not sure that anyone can offer me anything other than sympathy but I'm 
open to any advice or suggestions.


Personally, my itch to run a mail-server isn't strong enough to keep
going and I just pay a specialist (mythic-beasts) to let me use their 
relay (and serve my DNS).


--
Andrew C. Aitchison Kendal, UK
and...@aitchison.me.uk
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Re: [mailop] Seeking advice for warming up IPs with Microsoft

2021-07-30 Thread mailop--- via mailop

On Tue, 27 Jul 2021, Al Iverson via mailop wrote:


Microsoft is the mailbox provider most likely to block, that's for sure.


I read these discussions about MS blocking with interest.

Like many others I run a very small volume mail server for 
family and friends.  Traffic to MS is never more than fifty 
emails per week and is usually in single digits.  I can quite 
literally name almost every single MS recipient of emails from 
my server.


Every few months my server gets blocked by MS (and only ever MS) 
and I have to do the back-and-forth again with MS support to get 
mitigation.


Because my server's volume is so low I have never seen any SNDS 
data or JMRP reports.  I've never even seen my server's IP 
Status as anything other than 'Normal' even days after a block 
is imposed.  I have met every single condition for delivering to 
MS: SPF, DKIM, DMARC, SNDS, provided warmup and traffic figures, 
etc. yet I never know when a block is going to happen again. 
Late last year I even resorted to changing hosting providers to 
one with a better IP reputation in an attempt to avoid bad 
neighbours but it's not really helped.  To this day I have no 
idea why my server has been blocked.


My server is currently blocked by MS yet again and I've just 
initiated the usual tiresome process of getting mitigation. 
I've reached the point of copy-pasting the emails I send to the 
support staff as they go through their standard runbook.


I'm not sure that anyone can offer me anything other than 
sympathy but I'm open to any advice or suggestions.


Cheers,
--
ChrisG
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Re: [mailop] Seeking advice for warming up IPs with Microsoft

2021-07-28 Thread Jarland Donnell via mailop
Thanks Al! Jeff also reached out to me off list and offered some 
pointers along the same lines. This looks like good solid advice for 
anyone dealing with the same.


On 2021-07-27 18:34, Al Iverson via mailop wrote:
Microsoft is the mailbox provider most likely to block, that's for 
sure.


I'd probably suggest trying again with Sender Support and focusing on
a pre-emptive accommodation request:
https://www.spamresource.com/2021/05/requesting-pre-emptive-accommodation.html
That's basically telling them you're doing IP warming. They'll
respond, asking you to give them a grid of dates and target volumes
and they'll in theory raise the limit of how much you're allowed to
send accordingly.
It also couldn't hurt to tell them that this is a new IP range for you
-- that's another factor they'll consider, I think.

If you've done that and they're still blocking, I'd suggest pushing
back hard on sender support, explaining that you did this already and
they perhaps ought not to be blocking what they were already warned
would come.

They're also quicker to block if the volume is spikey and uneven. Make
sure it's as even as possible, limiting volume by day as you build up
that reputation.

Then of course the other question is always, is the mail really
wanted? You sound like you've already got that bit under control, but
could your segmentation be incorrect? Perhaps you're allowing types of
mail or an amount of mail that you did not intend to.

Good luck.

Cheers,
Al Iverson

On Tue, Jul 27, 2021 at 4:56 PM Jarland Donnell via mailop
 wrote:


I'm hoping someone here might be able to offer some thoughts that I'm
overlooking. So I have a /22 that I use primarily to deliver customer
emails. We're an ESP, customers bring their own domains. I've been 
using
the first two /24s of the space for a while, but I'm trying to slip 
the

rest of the /22 into production. My plan was to do it slowly, so as to
not set off fire alarms at Microsoft, Verizon, and AT However, I'm
only using one IP from the 3rd /24 so far, and I still can't get this 
IP

warmed up with Microsoft.

I'm at least two months into solid usage of that IP, and Microsoft is
still rejecting every mail from it with:

"550 5.7.1 Unfortunately, messages from [136.175.110.3] weren't sent.
Please contact your Internet service provider since part of their
network is on our block list (S3150). You can also refer your provider
to http://mail.live.com/mail/troubleshooting.aspx#errors.;

I'll turn around and deliver the same message from 108.0/24 or 
109.0/24

and they'll accept it with no issue. They've given me temporary
mitigation at my request, it's expired and we're still doing this over
and over again.

Now I do filter outbound email heavily. Obviously customers use email
forwarders and some of what gets through isn't great, but it's not 
like

I'm flooding their servers with junk. Most of this is direct personal
emails between my users and theirs. There's no abuse complaints coming
in from MS, SNDS portal is as clear as can be. I'd argue that I'm the
most militant ESP when it comes to preventing outbound marketing, I'll
nuke a bad actor from orbit within an hour and everything is monitored
by human eyes and automation 24/7. Password compromises rarely make it
beyond the "testing the credentials" phase. All around very clean
outbound. And yet, here we are.

What do the rest of you do to warm up a new IP range with Microsoft, 
and

have you ever found yourself months into a new range with nothing to
show for it with them?

Jarland
MXroute
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Re: [mailop] Seeking advice for warming up IPs with Microsoft

2021-07-27 Thread Al Iverson via mailop
Microsoft is the mailbox provider most likely to block, that's for sure.

I'd probably suggest trying again with Sender Support and focusing on
a pre-emptive accommodation request:
https://www.spamresource.com/2021/05/requesting-pre-emptive-accommodation.html
That's basically telling them you're doing IP warming. They'll
respond, asking you to give them a grid of dates and target volumes
and they'll in theory raise the limit of how much you're allowed to
send accordingly.
It also couldn't hurt to tell them that this is a new IP range for you
-- that's another factor they'll consider, I think.

If you've done that and they're still blocking, I'd suggest pushing
back hard on sender support, explaining that you did this already and
they perhaps ought not to be blocking what they were already warned
would come.

They're also quicker to block if the volume is spikey and uneven. Make
sure it's as even as possible, limiting volume by day as you build up
that reputation.

Then of course the other question is always, is the mail really
wanted? You sound like you've already got that bit under control, but
could your segmentation be incorrect? Perhaps you're allowing types of
mail or an amount of mail that you did not intend to.

Good luck.

Cheers,
Al Iverson

On Tue, Jul 27, 2021 at 4:56 PM Jarland Donnell via mailop
 wrote:
>
> I'm hoping someone here might be able to offer some thoughts that I'm
> overlooking. So I have a /22 that I use primarily to deliver customer
> emails. We're an ESP, customers bring their own domains. I've been using
> the first two /24s of the space for a while, but I'm trying to slip the
> rest of the /22 into production. My plan was to do it slowly, so as to
> not set off fire alarms at Microsoft, Verizon, and AT However, I'm
> only using one IP from the 3rd /24 so far, and I still can't get this IP
> warmed up with Microsoft.
>
> I'm at least two months into solid usage of that IP, and Microsoft is
> still rejecting every mail from it with:
>
> "550 5.7.1 Unfortunately, messages from [136.175.110.3] weren't sent.
> Please contact your Internet service provider since part of their
> network is on our block list (S3150). You can also refer your provider
> to http://mail.live.com/mail/troubleshooting.aspx#errors.;
>
> I'll turn around and deliver the same message from 108.0/24 or 109.0/24
> and they'll accept it with no issue. They've given me temporary
> mitigation at my request, it's expired and we're still doing this over
> and over again.
>
> Now I do filter outbound email heavily. Obviously customers use email
> forwarders and some of what gets through isn't great, but it's not like
> I'm flooding their servers with junk. Most of this is direct personal
> emails between my users and theirs. There's no abuse complaints coming
> in from MS, SNDS portal is as clear as can be. I'd argue that I'm the
> most militant ESP when it comes to preventing outbound marketing, I'll
> nuke a bad actor from orbit within an hour and everything is monitored
> by human eyes and automation 24/7. Password compromises rarely make it
> beyond the "testing the credentials" phase. All around very clean
> outbound. And yet, here we are.
>
> What do the rest of you do to warm up a new IP range with Microsoft, and
> have you ever found yourself months into a new range with nothing to
> show for it with them?
>
> Jarland
> MXroute
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-- 
Al Iverson // Wombatmail // Chicago
Deliverability: https://spamresource.com
DNS Tools: https://xnnd.com
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