Why cant i send e-mails?

I want to get an iPhone, so to test the e-mail to see if it will work for me i set up my work account on my wifes iPhone.
I figured out that my server holds all my e-mails for 5 days, so i am receiving the e-mails fine on the iphone and my outlook on my work computer. I thought everything was good until i tried forwarding, replying, and just sending any e-mail in general. It stalls out and gives me an error message that says "Cannot send mail. The server rejected one of the recipients addresses. The message has been placed in your outbox." I have tried sending an e-mail to a few different e-mail addresses (mainly gmail and aol accounts) and i keep having the same problem.
I dont know if maybe the outgoing is not set up correctly? I have my outgoing the same as the outgoing on my outlook. The outgoing mail server is smtp.(my company).com And on the advanced settings in my outlook we have the "Outgoing server (smtp) requires authentication" checked. And then under it is marked as "use the same settings as my incoming mail server."
Now i am not an IT guy. We are a small company and the mail is POP3 and we dont have an in house IT guy either, just a guy we call every now and then and i know hes never worked with iPhones before so im hoping to get some answers here.
Can anyone help me?
Thanks!

Hello,
The receiving email ports are:
IMAP is port 143
IMAP-SSL is port 993
POP is port 110
POP-SSL is port 995
Outgoing ports are...
SMTP and SMTP-SSL is on ports 25, 587 and 465. Port 587 has to be SSL, and port 465 is enforced TLS-wrapped and is generally used by Outlook users.

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