Certificate error

Question

I am getting a certificate error because the email is being issued to webmail.7spiritsadvisors.com.

My email is [Moderator note: Personally Identifiable Information removed].com.

Microsoft need to correct the email the certificate was issued to

Answer 1

Please note that our forum is a public platform, and we will modify your question to hide your personal information in the description. Kindly ensure that you hide any personal or organizational information the next time you post an error or other details to protect personal data. 

Hi @THOMAS BLUNDA

Thank you for reaching out. 

First, I’d like to clarify that this is a user‑to‑user support forum, and we are not Microsoft Support. Moderators participating here do not have access to backend systems, nor can we directly intervene in Microsoft product functionality. Our role is limited to providing technical guidance and sharing best‑practice recommendations based on reported issues, requests, and scenarios.      

Based on your description, looks like the certificate warning is caused by a mismatch between the email domain and the server’s SSL certificate. Outlook is connecting to a server that presents a certificate for webmail.7spiritsadvisors.com, while your email address uses your tenant domain, which triggers the warning.

To fix the issue, your email hosting provider or IT administrator will need to either update the SSL certificate to include your domain, or adjust the DNS/Autodiscover settings so that the connection uses a hostname that matches the certificate.

I hope this helps.

Please understand that our initial reply may not always immediately resolve the issue. However, with your help and more detailed information, we can work together to find a solution. 

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Answer 2

The certificate error occurs because the name on the SSL certificate (webmail.7spiritsadvisors.com) does not match the domain in the email address (tabwealthmanagement.com). Outlook treats this as a security problem and will show a certificate name mismatch error.

This is not something Microsoft or Outlook can correct from the client side. The mail server owner or IT administrator must fix the server’s SSL configuration so that:

1. The certificate’s Common Name (CN) or Subject Alternative Names (SANs) include the domain that Outlook is connecting to (for example, the Autodiscover or webmail host used for tabwealthmanagement.com), and
2. DNS (Autodiscover and other records) is configured so Outlook connects to a host name that matches one of the names on the certificate.

Required actions on the email service/IT side:

1. Verify which host name Outlook is using
   • Use tools like nslookup to see how Autodiscover is resolved for the SMTP domain:
     • nslookup
     • set type=A
     • autodiscover.tabwealthmanagement.com
     • set type=SRV
     • _autodiscover._tcp.tabwealthmanagement.com
   • Confirm which URL/host Outlook is actually connecting to.
2. Check the SSL certificate
   • On the server (for example, Exchange or webmail server), inspect the SSL certificate bound to HTTPS (port 443) and confirm that the host name Outlook uses (e.g., webmail or autodiscover for tabwealthmanagement.com) is listed in the CN or SAN.
3. Correct the mismatch
   • Either:
     • Install a new certificate whose CN/SAN includes the correct host name(s) for tabwealthmanagement.com, or
     • Adjust DNS/Autodiscover so Outlook connects to a host name that is already present on the existing certificate.
4. Rebind the correct certificate
   • Ensure the correct certificate is bound to the HTTPS site (for example, in IIS bindings for port 443) so that clients receive the proper certificate.

Until the server-side configuration is corrected, Outlook will continue to show the certificate name mismatch warning, and it should not be suppressed or ignored.

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References:

• "The name on the security certificate is invalid or does not match the name of the site" error in Outlook in a dedicated or ITAR Office 365 environment
• SSL Certificate Name Mismatch
• Error: SSL Certificate Mismatch

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