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Sending to email alias arrives before sending to the main domain email.
Question asked by Curtis Kropar www.HawaiianHope.org - 6/9/2024 at 7:13 PM
Unanswered
Ok, Can someone explain this to me. Do I have something misconfigured or is gmail just being a pain ? (or both) or is something else going on ? (maybe a reputation thing ?)
This is on a windows server, using plesk as the control panel, SmarterMail 8797

On Friday, We moved 2 domains to our server.
each domain were on different hosting platforms. we consolidated them.

The .org is now the primary domain on our server, the .com is the domain alias. We do NOT have individual aliases set up on each email account, but set the entire domain as the alias.  
- .com existed before on a different server and HAD email accounts.  
- .org NEVER had email accounts attached to it on its server.

So, In testing email accounts, sending from gmail. 
If I send to a .COM test account, it shows up immediately in the .org account (aliased of course)
if I send directly to the .org account, it does not show up ( for quite a while??)  I sent several test email tests over 2 hours ago, they have not shown up yet.

I can send back to gmail from both the .org and the .com alias. both show up in gmail immediately.

The only thing I can think of is :
1) I have something misconfigured, or 
2) this may be a reputation thing since the .com accounts existed for years with email, but ,org never did.

Any other insights ?

www.HawaiianHope.org - Providing technology services to non profit organizations, low income families, homeless shelters, clean and sober houses and prisoner reentry programs. Since 2015, We have refurbished over 11,000 Computers !

5 Replies

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Matt Petty Replied
Employee Post
Greylisting maybe?
Matt Petty Software Developer SmarterTools Inc. (877) 357-6278 www.smartertools.com
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Kyle Kerst Replied
Employee Post
Your MX records look to be in good shape, but it may be possible Gmail and others are sending to a cached A record? When moving domains one of the last things I do is have Google flush their cache for the domain name, any A records, MX records, etc since a LOT of people fall back to Google DNS for lookups: 

Kyle Kerst System/Network Administrator SmarterTools Inc. (877) 357-6278 www.smartertools.com
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Thanks Matt - Greylisting is not on.
Thanks Kyle !  I Never knew you could do that.  I did that, but still no love.
Also, I just looked at the SMTP logs, and realized that there is no attempt from gmail to connect to .org. Not a rejection, just no traffic at all.
www.HawaiianHope.org - Providing technology services to non profit organizations, low income families, homeless shelters, clean and sober houses and prisoner reentry programs. Since 2015, We have refurbished over 11,000 Computers !
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Kyle Kerst Replied
Employee Post
You're very welcome Curtis, happy to help out and share the little tidbits I've picked up over the years. Not seeing any traffic to the .org address makes me wonder if they're somehow sending it to the wrong location and it's only landing on the proper server when it does a fallback or checks DNS again. You may want to submit a ticket with details on this one so we can do some realtime testing and help get to the bottom of this for you. :-)
Kyle Kerst System/Network Administrator SmarterTools Inc. (877) 357-6278 www.smartertools.com
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Actually, That may have been it.  I did the flush and walked away to run an errand.. Just got back and now I see it sent all of the emails within a few minutes. Mind you.  Each time the lower ,.com were sent out, i also sent a .org.  So it took this long and then blasted them all through at once.
Edit* In fact, now that i look at it, It looks like it sent in reverse order. The one at the top if the list @ 1:31 is the first one i sent out on the 9th,. .org "Again" is the most recent one today.

www.HawaiianHope.org - Providing technology services to non profit organizations, low income families, homeless shelters, clean and sober houses and prisoner reentry programs. Since 2015, We have refurbished over 11,000 Computers !

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