Can receive but not send email on iPad and iPhone

[jamesj74]

I'm having the same issue, as is my Wife.  We are both on IOS 16.  We can send when using cellular data, but not over WIFI.  Receive works no problem.  I tried some other IOS mail clients but they all hit the same issue so far (GMail, Outlook).  I setup the Windows Mail app on my PC and its using the exact same WIFI and IMAP settings and it works for send and receive.  I suspected a part setting on my router, but if Windows Mail can send: it's not that.  I'm in the process of setting up mail on an Android device and if that works then it would appear this is some weird IOS problem.

Below are some rests I used using the curl comment mentioned above.  I installed a Linux command line and ran them from my iPhone and Windows.  The VM error over WIFI is:

525 5.7.13 Authentication Denied (VM305)

curl -v smtps://smtp.virginmedia.com -u username:password

 Works from Windows (using WIFI etc):

* Trying 212.54.56.51:465...
* Connected to smtp.virginmedia.com (212.54.56.51) port 465 (#0)
* schannel: disabled automatic use of client certificate
< 220 csmtp3.tb.ukmail.iss.as9143.net cmsmtp ESMTP server ready
> EHLO LP5-JJK1-CEM
< 250-csmtp3.tb.ukmail.iss.as9143.net hello [91.103.43.254], pleased to meet you
< 250-HELP
< 250-AUTH LOGIN PLAIN
< 250-SIZE 52000000
< 250-ENHANCEDSTATUSCODES
< 250-PIPELINING
< 250-8BITMIME
< 250 OK
> AUTH PLAIN
< 334
> AGphbWVzajc0QHZpcmdpbm1lZGlhLmNvbQByb3Bmb2gtaHl0cGUyLWdhYm55Qg==
< 235 2.7.0 SMTP350 Authentication successful for user removed @VirginMedia.com ;id=
> HELP
< 214-2.0.0 This is cmsmtp ESMTP service help
214-2.0.0 This is cmsmtp ESMTP service help
< 214-2.0.0 To contact postmaster send email to postmaster@virginmedia.com.
214-2.0.0 To contact postmaster send email to postmaster@virginmedia.com.
< 214-2.0.0 For local information send email to Postmaster at your site.
214-2.0.0 For local information send email to Postmaster at your site.
< 214 2.0.0 end of HELP info
214 2.0.0 end of HELP info
* Connection #0 to host smtp.virginmedia.com left intact

IOS Tests:

WIFI ❌

* Rebuilt URL to: smtps://smtp.virginmedia.com/
* Trying 212.54.56.51...
* TCP_NODELAY set
* Connected to smtp.virginmedia.com (212.54.56.51) port 465 (#0)
* TLS 1.2 connection using TLS_ECDHE_RSA_WITH_AES_256_GCM_SHA384
* Server certificate: email.virginmedia.com
* Server certificate: GlobalSign GCC R3 DV TLS CA 2020
* Server certificate: GlobalSign
< 220 csmtp1.tb.ukmail.iss.as9143.net cmsmtp ESMTP server ready
> EHLO Jamess-iPhone-SE-2022
< 250-csmtp1.tb.ukmail.iss.as9143.net hello [removed , pleased to meet you
< 250-HELP
< 250-AUTH LOGIN PLAIN
< 250-SIZE 52000000
< 250-ENHANCEDSTATUSCODES
< 250-PIPELINING
< 250-8BITMIME
< 250 OK
> AUTH LOGIN
< 334 VXNlcm5hbWU6
> [removed]
< 334 UGFzc3dvcmQ6
> [removed]
< 525 5.7.13 Authentication Denied (VM305)
* Closing connection 0
curl: (67) Login denied

Cellular ✅

* Rebuilt URL to: smtps://smtp.virginmedia.com/
* Trying 64:ff9b::d436:3833...
* TCP_NODELAY set
* Connected to smtp.virginmedia.com (64:ff9b::d436:3833) port 465 (#0)
* TLS 1.2 connection using TLS_ECDHE_RSA_WITH_AES_256_GCM_SHA384
* Server certificate: email.virginmedia.com
* Server certificate: GlobalSign GCC R3 DV TLS CA 2020
* Server certificate: GlobalSign
< 220 csmtp4.tb.ukmail.iss.as9143.net cmsmtp ESMTP server ready
> EHLO Jamess-iPhone-SE-2022
< 250-csmtp4.tb.ukmail.iss.as9143.net hello [31.94.4.143], pleased to meet you
< 250-HELP
< 250-AUTH LOGIN PLAIN
< 250-SIZE 52000000
< 250-ENHANCEDSTATUSCODES
< 250-PIPELINING
< 250-8BITMIME
< 250 OK
> AUTH LOGIN
< 334 VXNlcm5hbWU6
> [removed]
< 334 UGFzc3dvcmQ6
> [removed]
< 235 2.7.0 SMTP350 Authentication successful for user removed @VirginMedia.com ;id=[CET];ipsrc=31.94.4.143;
> HELP
214-2.0.0 This is cmsmtp ESMTP service help
214-2.0.0 To contact postmaster send email to postmaster@virginmedia.com.
214-2.0.0 For local information send email to Postmaster at your site.
214 2.0.0 end of HELP info
< 214-2.0.0 This is cmsmtp ESMTP service help
< 214-2.0.0 To contact postmaster send email to postmaster@virginmedia.com.
< 214-2.0.0 For local information send email to Postmaster at your site.
< 214 2.0.0 end of HELP info
* Connection #0 to host smtp.virginmedia.com left intact

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[jamesj74]

Sorry for the typos, but the important stuff is correct.

[jamesj74]

Update - I tried from android - same result: can’t connect to server:([ 525 # 5.7.13 Authentication Denied (VM305) ])

[用心棒]

@jamesj74, as a matter of urgency change your email account's password as you revealed it and your email address in your earlier post.

The VM305 error indicates your network's public IP Address appears on Spamhaus's lists and Virgin Media use that list to deny access to their SMTP server. To confirm this perform the following steps from the device that cannot send:

1. browse to https://duckduckgo.com/?q=ip&ia=answer and note the Your IP address is value
2. go to https://www.spamhaus.org/lookup/
3. enter the Your IP address is value (from step 1) in the Search single IP, domain or hash field and select Lookup
4. follow the advice offered

NB be aware that if the network is not your home Virgin Media broadband then the public IP Address for that network maybe shared between its users, for example when using a mobile network. In these cases you are unlikely to be responsible for the Spamhaus listing and therefore there is nothing you can do to resolve the issue — the workaround is to (a) use webmail to send emails; (b) connect via another network

[jamesj74]

So the dynamic IP address that VM assigned me is blacklisted?  

[用心棒]

Yes, but do note:

• dynamic does not mean frequently reassigned and in Virgin Media case you can have the same public IP Address assigned for month or even  years
• the Spamhaus list involved automatically removes IP Addresses that are no longer sending Spam after a few days or in some case it can be cleared manually

[jamesj74]

Daughter’s Mac book had some malware on it.  I suspect that was the cause of our IP blacklisting…

[jamesj74 · Accepted solution]

So I've blocked port 25 on my router, cleaned up the 7 malware infections on my daughter's Mac and asked to be "unblacklisted".  SpamHause approved the unblacklisting today and I can now send emails again!!  YAY!

[Zach_R]

Hi @jamesj74,

Thank you for your posts and welcome back to our community forums. We're here to help.

I'm sorry to hear of the problems you faced trying to send emails recently, but I'm glad that this has now been addressed and resolved.

Please do let us know if there's anything more that we can assist you with.

Thanks,