multiple email addresses

I have just uncovered a problem that some ISPs block emails when the from email address does match the smtp server. In apple mail I have 2 accounts (gmail and verizon). I have all my gmail emails forwarded to gmail. If I send an email from my verizon address to my gmail address using google SMTP server, it gets blocked by gmail. If I send gmail to verizon, thru verizon SMTP, it gets blocked by yahoo (verizon is convoluted with yahoo and AOL). Is there a way to configure apple mail so a verizon from to address uses verizon SMTP and google from to address uses google SMTP.


I currently have mail setup with a google and verizon account. I have the verizon account as inactive. If verizon is active I will get duplicated emails. I select the correct from address when I compose. but goes out on the preferred server which causes problems. Help!

Posted on Mar 8, 2019 1:52 PM

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Mar 8, 2019 2:30 PM in response to todivefor

Work with your particular mail providers.


There's not much we can do, should a particular mail provider you're working with not allow a "foreign" reply-to address, for instance.


Mail ISPs usually do block unauthorized route-through. Which means you'll have to use the expected credentials with the SMTP or ESMTP server. But that's not at all unusual.


The mail provider most commonly used here does not block by reply-to address, though some others may well do that. Free mail providers are probably going to be more restrictive, and not only because they also want to receive any email responses to your outgoing messages, too.


Multiple mail accounts, each with a unique POP or IMAP read/retrieve server and credentials, and a separate SMTP or ESMTP send settings and credentials, works just fine.


I select a specific source address and don't use the automatic selection mechanism, and override the reply-to and the account when needed.


Google has available tools that allow Google to collect and display all your mail via gmail, where Google logs into your other mail servers.


Verizon acquired AOL a while back.


If Verizon is active and you're getting duplicate mails, then the accounts are not separate. Or there's server-to-server forwarding happening, and the "duplicates" here are message forwards or message retrievals.

Mar 9, 2019 8:54 AM in response to MrHoffman

Thank you.


I am guessing, "squabble between mail server providers, if the messages are otherwise legitimate." In googles document they say:


"Emails not delivered to Gmail?

  • If you sent the email using a different email application, try looking for a setting in your email application that controls the server used to send messages (the “outgoing” server). Change this setting so that you’re using the server that matches the email address you want to send from. If that doesn’t work or you need more help, contact the email provider for your email address."


In my case, I use 2 emails and 2 SMTP servers. If my "send as" address matches the SMTP server, everything is fine, otherwise blocked as google says in their doc.


In my wife's case, she should have the same setup. Unfortunately, there is a problem setting up the SMTP server to match her primary email (verizon/AOL). Therefore all her "send as" (verizon) primary emails go through her google SMTP server. Any email going to a google recipient is blocked. I setup the email accounts for her and myself. They are identical except for email addresses and passwords. I blame the verizon/AOL system. She is switching to all google. Problem resolved.

Mar 9, 2019 10:40 AM in response to todivefor

I had “fun” with a Mail.app installation a while back, and ended up removing the entire SMTP configuration and recreating it, as the SMTP data was somehow corrupted. There are some discussions around with details of removing plists to do this reset, as an alternative approach. Had I to do it again, I’d remove it all and re-add using profiles.

Mar 9, 2019 6:49 AM in response to MrHoffman

Thank you for your reply.


This has just recently become a problem, within the past two weeks. In the case of the attached screenshot, the email was blocked by Google. It was sent by a verizon email domain through Googles SMTP server. In the details below it has links referencing DMARC initiatives to help eliminate phishing scams.


My wife's and my email are setup similarly. I have changed my "send as" for google and verizon emails at gmail.google.com to use the appropriate SMTP server and have no problems. I have setup the google and verizon SMTP servers in apple mail without a problem. As a result, I have no email problems. Unfortunately, I am not so fortunate with my wife's. I have changed her "send as" for google and verizon emails at gmail.google.com to use the appropriate SMTP server and have no problems. When I try to setup the verizon servers in apple mail on her computer, I get unable to validate account. I have had many problems with verizon email (since it became AOL email) and AOL email. Like emails not arriving and inability to setup verizon (going through AOL) email accounts. I've talked with AOL support which have been no help. My solution has always been to dump the email provider and use another. That is what I am going to do in this case.

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Mar 9, 2019 7:45 AM in response to todivefor

DMARC has nothing to do with the mail client, unless the client is spoofing the from address and not the reply-to address. And the mail server shouldn’t sllow that.


Unless somebody has started checking mail server settings during sending—a few providers have done that—that message was likely also blocked by Verizon.


Not sure what app or web service is generating that display, either.


Here? Connection Doctor, and a review of settings. Maybe removing and re-adding.


The settings might be similar, but they’re clearly not sufficiently similar to be working the same. This is thr bane of setting up mail, and from any provider. Probably in the SMTP settings, if reading mail works.

Mar 9, 2019 8:29 AM in response to todivefor

Aware of DMARC, and have set that up on occasion with private mail servers. DMARC errors are a squabble between mail server providers, if the messages are otherwise legitimate. Clients have no access to DMARC. Not unless the client is sending a forged from address, as differentiated from a reply-to address. (Check the raw SMTP message headers to see that detail.) But again, if this works on one of the two clientw here, then the other is almost certainly set up diferently. And if this works with DMARC from one, DMARC for the other—absent the accounts behing “homed” on different mail servers, and DMARC being messed up,across the different servers—is not specific to the client.

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multiple email addresses

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