6 Messages

 • 

140 Points

Saturday, June 27th, 2026

Email certificate error

When I try to send an email through my Outlook client using my Homestead email, I keep getting this message: "The server you are connected to is using a security certificate that cannot be verified. The target principal name is incorrect. Do you want to continue using this server?" When I press yes it seems like sometimes the email sends and sometimes it does not. 

When I click View Certificate I see the below data. I notice this problem started around March, when the new certificate was issued. How do I resolve this? Sometimes my emails are going through and sometimes they are not. The current smtp address I'm using is smtp.homestead.com, port 587, STARTTLS 

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6 Messages

 • 

140 Points

29 days ago

Correction, the problem's been happening since at least January, so disregard the note about it coinciding with the new certificate issue date.

Brand User

118 Messages

 • 

1.3K Points

28 days ago

Hi,
If you are using smtp.homestead.com with port 587, please ensure that encryption is disabled, as port 587 is typically used without SSL.
If you prefer to use STARTTLS encryption, kindly switch the port to 465 instead.
If the issue persists after changing the port, please try using the non-SSL setup.
Additionally, if you experience problems receiving emails, you may:

Turn encryption/SSL off
Set the incoming port to 143
Set the outgoing port to 587

Please let us know if you need further assistance.

6 Messages

 • 

140 Points

If I use port 465 and SSL/TLS I'm able to send without getting the error. Same if I use 587 with no encryption (not an ideal solution). However I've run several tests at this point and in both of those situations no gmail address ever receives the email. Neither do my other email accounts that are set up with Homestead. The only email addresses I can send to that will actually receive the email appear to be the ones I have set up through GoDaddy/Microsoft.

Brand User

118 Messages

 • 

1.3K Points

Hi there! 


Thanks for reaching out. I took a look at your DNS setup for cryocups.com, and it seems like your email records aren’t fully configured yet, which may be why you’re having issues sending or receiving messages—especially with Gmail.

 

I also noticed that your domain is using Cloudflare nameservers, so these updates will need to be made directly in your Cloudflare DNS settings.

 

What needs to be updated: First, please make sure your MX record is set correctly so your domain knows where to deliver emails:
Type: MX  
Host: @  
Value: mx.cryocups.com

Priority: 10

 

Additional records to improve email delivery
To help ensure your emails are properly authenticated and don’t get blocked or marked as spam, kindly add the following records as well:


SPF Record (TXT)
Host: @  
Value: v=spf1 ip4:66.96.128.0/18 include:websitewelcome.com ?all

 

DMARC Record (TXT)
Host: _dmarc.cryocups.com
Value: v=DMARC1; p=none;

 

DKIM Record (CNAME)
Host: dkim._domainkey  
Value: cur.dkim.v.eigmail.net


Why this matters:
These records (SPF, DKIM, and DMARC) help verify that your emails are legitimate and improve deliverability—especially when sending to providers like Gmail.

If you run into any issues while adding these records in your Cloudflare account, feel free to give us a call at Phone Support: 1-800-710-1998. Our team will be happy to guide you step by step 😊

(edited)