Mac mail can't send email, only receive. Why?

I have a webmail server that I installed on my mac mail. It is receiving emails, but it won't send. I use the correct port for outgoing emails and all the log-in info is correct. Can anyone help me? Is there a better mail app for mac I can use?

The Mac Mail program is not stupid but garbage in = garbage out.
The colon being added between Earthlink's server and your user name is normal with an authenticated SMTP server.
Although I have cable modem internet service at home, I've kept an old Earthlink dial-up account for use when traveling if a high speed wired or wireless connection isn't available (which is becoming less common). I use Earthlink's authenticated SMTP server to send messages with my Earthlink account when connected to my ISP at home and to send messages with my other email accounts when using Earthlink's dial-up for internet access when traveling.
My Earthlink SMTP server settings are as follows:
SMTP Server: smtpauth.earthlink.net
Server Port: 587 (this is determined by the ISP used for connecting to the internet but since you are not using Earthlink for internet access, Port 587 should work but not always)
Use Secure Sockets Layer (SSL): Off or not selected.
Authentication: MD5 Challenge-Response
User Name: Your entire Earthlink email address.
Password: Your account password - the same password use for checking the incoming mail server for new messages.
If these settings do not work, it is likely the ISP you are using for internet access is blocking the use of all SMTP servers that are outside of their network on any port even if authenticated.
I don't want to use my ISP's way of sending and receiving email.
I just want to use my ISP for DSL service and keep my earthlink
mail email address.
Unfortunately, you have NO control over this. You are at the complete mercy of your ISP and their restrictions.
You can add your ISP's SMTP server information to the Mail.app and select/use your ISP's SMTP server to send messages with your Earthlink account which is completely invisible to all recipients.

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