Thank you! I'm running that past the exchange administrator. If it's a
single NAT IP, that would be an easy fix. I believe strongly in Murphy's
law though ;)

On Mon, Apr 4, 2022 at 2:29 PM Irons, Joseph R <[log in to unmask]>
wrote:

> “…one or more of the Hybrid exchange servers before it is routed via a
> nated IP to Microsoft production servers…”
>
>
>
> This is the IP you need to add to your listserv SPF. You are routing all
> email for your primary domain through your hybrid exchange servers to get
> to O365 which is why listserv messages for your domain are showing that
> address. If your multiple exchange servers are not all NATing to the same
> address then you’ll need to add each of their external addresses to
> listserv’s SPF.
>
>
>
> Joe
>
>
>
> *From:* LISTSERV Site Administrators' Forum <[log in to unmask]>
> *On Behalf Of *Krista
> *Sent:* Monday, April 4, 2022 12:47 PM
> *To:* [log in to unmask]
> *Subject:* Re: Using ListServ with O365
>
>
>
> I did. The ListServ is on a subdomain.  I pointed to include:
> spf.protection.outlook.com. He said:
> "that is what we have for our (topleveldomain) SPF records, but the IP
> records contained in the spf.protection.outlook.com records do not
> contain the Microsoft production servers."
>
> It doesn't seem like it should be this difficult...
> But maybe this is why Lsoft wrote the article with this as a potential
> solution:
> " The solution is to use the Microsoft SMTPSVC mailer on the LISTSERV
> machine in a slightly different manner than described above and let SMTPSVC
> do the necessary authentication so that the email will be accepted by the
> Exchange Online server and forwarded on to wherever it needs to go."
>
> Krista Landon
>
>
>
> On Mon, Apr 4, 2022 at 1:33 PM Ricardo Stella <[log in to unmask]> wrote:
>
>
>
> Sends this to your admin?
>
>
>
>
> https://docs.microsoft.com/en-us/microsoft-365/security/office-365-security/set-up-spf-in-office-365-to-help-prevent-spoofing?view=o365-worldwide
>
>
>
> On Mon, Apr 4, 2022 at 1:26 PM Krista <[log in to unmask]> wrote:
>
> The admin tells me:
> "As to fix the SPF signature and alignment settings we will need to add
> all Microsoft production server IPs ( because this will keep changing ).
> And Microsoft will not make that list available to us."
>
> "It is going to multiple MTAs (Message transport agents). In this case it
> will start with the SMTP relay server which will forward the message to one
> or more of the Hybrid exchange servers before it is routed via a nated IP
> to Microsoft production servers where is will be inspected by EOP"
>
>
>
> On Mon, Apr 4, 2022 at 1:10 PM Sunil Chauhan <[log in to unmask]> wrote:
>
> The server which talking to eop should be on the spf.
>
>
>
> If you listserv directly sending to eop, then the connecting up should be
> on spf.  Or route via the mailrelay which I believe would be already on spf.
>
>
>
> On Mon, 4 Apr, 2022, 10:11 PM Krista, <[log in to unmask]> wrote:
>
> Is this article still the most current on how to get ListServ to work with
> O365 and not have messages being sent go into Junk?
>
> https://www.lsoft.com/news/techtipLSV-issue3-2015.asp
>
> Our ListServ is running on Windows and is on the Intranet of our
> organization, which has switched to using O365 for email. We currently use
> an SMTP relay. Messages that go to external addresses are fine, as the
> ListServ's domain has an SPF record that contains the ESAs, but if a
> message comes From the organization's main domain, from O365 to the
> ListServ, and the subscribers have a mailbox on the org's main domain (in
> O365), the messages takes a direct route to the microsoft production server
> and EOP, so the SPF check fails, and ironically internal mail, going to the
> listserv, then sent back to internal mail, gets tossed into subscriber's
> junk folders.
>
> I'm not an exchange server engineer/Office 365 admin/engineer. I'm just
> going based on what our engineer is telling me.
>
>
>
> If anyone has more up to date suggestions on how to work with O365 (cloud)
> from an internal ListServ, please let me know.
>
>
>
> Krista Landon
>
>
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