Does Exchange 2013 Smarthost support send.xtra.co.nz?

Forums › Spark New Zealand (including Skinny and BigPipe) › Does Exchange 2013 Smarthost support send.xtra.co.nz?

lyonrouge

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#150763 2-Aug-2014 11:05

I currently have Exchange 2010 using smtp.xtra.co.nz which is not compatible with SMTP. Stunnel appears to be an available work around, but if I can get an out-of-date-box solution with Exchange 2013 maybe I'll invest in the upgrade (accepting I'll be unable to use Outlook 2003 with it).

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#1101344 3-Aug-2014 22:43

why use a smarthost, why not deliver mail directly?

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lyonrouge

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#1101389 4-Aug-2014 07:14

I don't want to open up a spam end point. For the very few inbound emails, it is better to leave that to the ISP.

[Edit] Sorry, got my flow direction mixed up and was thinking inbound.

lyonrouge

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#1101390 4-Aug-2014 07:18

I also have my 20 year old email address I want to use.

[Edit] as above, got the direction mixed up, this is about sending, not receiving.

lyonrouge

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#1101403 4-Aug-2014 07:25

Anyone got access to a 2013 server who can have a look if SSL is there?

OmniouS

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#1101465 4-Aug-2014 09:35

As far as I know, you can't configure a SSL/465 smart host connection without a solution like Stunnel. TLS/587 should work though.

Gui:

PowerShell (Ref http://technet.microsoft.com/en-us/library/aa998294(v=exchg.150).aspx):

lyonrouge

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#1109827 17-Aug-2014 10:47

Xtra makes no mention of TFS support. I'm looking into relaying through a local Linux sendmail server, will update with findings, or perhaps I'll try just sending direct.

lyonrouge

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#1109859 17-Aug-2014 11:49

I'm guessing that as a "low trust" sender my email is being blocked or junked by a lot of providers, so it appears direct delivery is not an option (at least I have a fallback option should I not find a smarthost solution by the end of September, 2014). Next step, try Linux sendmail with smarthost.

OmniouS

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#1109892 17-Aug-2014 12:24

Creating a proper SPF record for your domain is essentially a must when sending email direct. With this in place, your email is MUCH less likely to be dropped. You could go one step further and look at DKIM as well.

lyonrouge

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#1109895 17-Aug-2014 12:29

Therein lies the problem, I don't have xtra.co.nz domain.

OmniouS

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#1109899 17-Aug-2014 12:41

Ah.

I know you said above that you didn't want to stop using your 20 year email address. Why not switch to using a domain that you control and have all @xtra emails forwarded?

lyonrouge

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#1109913 17-Aug-2014 13:39

A fair question, but I'll end up with split emails, i.e. the mail I receive on xtra will be responded to with netaddress@x.y, so where the old email will trap incoming, it still effectively requires a new email address. If I kick off my own domain then I have to on-board the processing, filtering of inbound email and all the other front-side problems.

Anyhow, back to sendmail tinkering...

Dynamic

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#1109952 17-Aug-2014 14:52

Look at relaying through smtp2go.com

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lyonrouge

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#1123048 6-Sep-2014 12:26

Working with Exchange 2010:

This post indicated TLS would work http://help.yahoo.com/l/qe/snova/mail/ymail/basics/mail-12859445.html?&printer=1). Set my smarthost to use TLS and set the port (via PowerShell) to 587 and I can send email via Exchange, but my wife cannot? Is there a binding between the user name in the smarthost definition and the sending user?

Set-SendConnector -Identity "send.xtra.co.nz" -Port 587

Edit : Changed the smarthost authentication to the old xtr user ID to ensure there is no exchange coupling, and there is not. The message from send.xtra.co.nz indicates a external account (553), my guess is that because my wifes extra email is not the "primary" xtra is rejecting the request.

bonkas

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#1123114 6-Sep-2014 13:55

I beleive when using send.xtra.co.nz each account sending through it need to be authorised. You used to do this by logging into the main xtra account (one used for authentication) and allowing another users email address.

The process is outlined here: http://help.spark.co.nz/app/answers/detail/a_id/1547/~/verifying-third-party-email-addresses-in-yahoo-mail

lyonrouge

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#1123239 6-Sep-2014 16:43

Yes, I cross checked that article during my analysis and the account that works is not authorised (the list for the account that is used for smarthost authentication is empty).

Edit: on further inspection the XTR account seems to have some other forms of coupling with my email account. It's as though the first email account is somehow related to the XTR account?

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