Cannot receive emails sent to my own Gmail address

Question

Level 1

4 points

Cannot receive emails sent to my own Gmail address

I switched emails to gmail and on both my Macbook pro and IPhone 16 pro. I also upgraded to Tahoe 26.1 on my Macbook Pro. My email works fine on both the laptop and phone meaning I can send and receive just fine, with one exception.

If I send a message to myself. From my gmail email address to the same address. The email sends fine, but it is never received. I can send the same message to my wife's gmail email account and she will receive it and can then forward it to me, which I will receive.

I like to take pictures from my phone and email them to myself so I can see them at home on my laptop. Why does everything work fine unless I send myself and email??

MacBook Pro 16″, macOS 26.1

Posted on Dec 11, 2025 6:43 AM

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Answer 1

AlWeir

Level 5

4,929 points

Dec 11, 2025 6:57 AM in response to MKE1DPJ

I would probably go to the Gmail server to see if there is something in the settings that might be blocking yourself.

You could also try removing the email account from Mail and re-add it.

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Answer 2

AlWeir

Level 5

4,929 points

Dec 11, 2025 8:03 AM in response to MKE1DPJ

Are you running anything like a VPN or third party firewall?

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Answer 3

AlWeir

Level 5

4,929 points

Dec 11, 2025 8:27 AM in response to MKE1DPJ

Check how you have your Mailbox behaviour in Mail set.

Settings>Accounts> (Just using iCloud as a example)

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Answer 4

MKE1DPJ Author

Level 1

4 points

Dec 11, 2025 7:20 AM in response to AlWeir

Thank you, I will check again.

I do receive messages from "Mail Delivery Substation" saying, "The recipient server did not accept our requests to connect."

Not sure why this only happens with emails from my email address to my email address.

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Answer 5

MKE1DPJ Author

Level 1

4 points

Dec 11, 2025 8:37 AM in response to AlWeir

I think it looks fine. I switched download attachments from recent to all and clicked the large attachments via dropbox but not sure this will make a difference.

To check I just email the work Test in the subject and body so there is not size concerns.

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Answer 6

MKE1DPJ Author

Level 1

4 points

Dec 11, 2025 8:09 AM in response to AlWeir

No VPN or third party firewall.

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Answer 7

MKE1DPJ Author

Level 1

4 points

Dec 11, 2025 8:12 AM in response to MKE1DPJ

I just finished deleting and reloading my gmail account on Apple mail and it still will not let me email myself. It sends but it never shows in my inbox.

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Answer 8

MKE1DPJ Author

Level 1

4 points

Dec 11, 2025 10:24 AM in response to AlWeir

Thank you for you suggestions!!

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Answer 9

AlWeir

Level 5

4,929 points

Dec 11, 2025 9:00 AM in response to MKE1DPJ

Not sure what else I can suggest to you. You could try to creating another email address in Gmail and test that against your present email address. If it works it would probably be a misconfiguration on Gmail servers, which I highly doubt. I wiuld also try sending your self a email with attachment but not one that is on Dropbox, but from your Mac.

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