Outgoing emails not being delivered — even when sent directly from Roundcube

I am having an ongoing problem with outgoing email from my Homestead-hosted email account/domain, circlekppm.com.

Incoming email is working, but outgoing messages are not being delivered.

Here is the troubleshooting I have already completed:

• Initially, Apple Mail was unable to authenticate with smtp.homestead.com.

• I changed my Homestead mailbox password.

• I confirmed that the new username/password works correctly when logging directly into Homestead/Roundcube webmail.

• I tested the standard SMTP settings using port 465 with SSL/TLS.

• I also tested port 587 without SSL/TLS. Port 587 accepted my username and new password, but messages still were not delivered.

• Most importantly, I eliminated Apple Mail as the cause by sending test messages directly from Homestead Roundcube webmail.

• Roundcube shows the messages as successfully sent and places them in my Sent folder, but the recipients never receive them.

• I tested multiple unrelated outside email accounts/providers. None of the test messages arrived, including in Spam/Junk.

Because messages sent directly through Roundcube are also not being delivered, this appears to be a Homestead server-side outbound delivery issue rather than an Apple Mail configuration problem.

Could a Homestead support representative please check:

1. Outbound mail delivery for circlekppm.com

2. The outbound mail queue/server for my mailbox/domain

3. Whether messages are being rejected or blocked after leaving Roundcube

4. The current SPF/DNS configuration for the domain

5. Any DKIM, DMARC, sender reputation, blacklist, or outbound filtering issues

6. Whether my domain/mailbox is affected by any current Homestead email service issue

Please escalate this to the email/server Engineering Team if necessary.

This is a business email account, so reliable outbound delivery is important. I would appreciate any information you can provide about why Roundcube reports these messages as sent when they are not reaching any outside recipients.

Thank you.