Can't send mail with WiFi on-ok with only 3G running

Using AT&T 3G network, Time Warner RoadRunner via Airport Express. I can download ok with both wifi and 3G running. But when I try to send, the msg just sits in th Outbox. IPhone 4 with latest OS. I'm using MS Entourage on my iMac as POP server. I can access mail fine on the phone. Everything works except the Send hangs in the Outbox until I turn WiFi on the phone to OFF. A hung message will send moments after turning the wifi off

When I used mobile-smtp.roadrunner.com it failed to send. It put the message in the Outbox and said the sender address [email protected] was rejected by the server.
I think that's because my roadrunner email is on the cinci.rr.com server and not the roadrunner.com server
I had it set up:
mobile-smtp.roadrunner.com
SSL off
Authentication: Password checked
server port 587 <-----note it wouldn't accept 597 here. The 587 port is there in all mail servers once they verify
In order for my mail to work with AT&T's network, I had to make their server the Primary:
Primary Server: cwmx.com
SSL off
Server Port 25
Authentication" Password checked
I've tried all these below as Secondary servers
smtp-server.cinci.rr.com
SSL off
Authentication: Password checked
server port 587
smtp-server.roadrunner.com
SSL off
Authentication: Password checked
server port 587
mobile-smtp.roadrunner.com
SSL off
Authentication: Password checked
server port 587

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Hi there tamarafromdarien,
You may find the troubleshooting steps for iCloud Mail in the article below helpful.
iCloud: Troubleshooting iCloud Mail
If you can't send mail in OS X Mail
If you receive this alert or a similar alert when sending a message from your iCloud email address in OS X Mail:
“This message could not be delivered and will remain in your Outbox until it can be delivered. The reason for the failure is: An error occurred while delivering this message via the smtp server: server name.”
In OS X Mail, choose Preferences from the Mail menu.
Click Accounts in the Preferences window.
Select your iCloud account from the list of accounts.
Click the Account Information tab.
Choose your iCloud account from the Outgoing Mail Server (SMTP) pop-up menu. Example: “Derrick Parker (iCloud)”.
Note: The Outgoing Mail Server (SMTP) menu also includes an Edit SMTP Server List command. If you choose this command, be aware that the iCloud SMTP server won't be among the servers that can be edited. This is normal.
If you're attaching a large file
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Receiving mail, but can't send mail with attachments?

Hello,
I can't send mails anymore, I have been able to send some without any attachments (i.e. reply doesn't work as it automatically attaches the original text). This started 3 days ago. Also, my mail doesn't seem to recognize powerpoint and word docs., but I a know the people who have send me such files do not have VISTA. When I choose "open with" then it works. So I have 2 problems, one being moe urgent then the other.
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                    Body IN STRING,
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Hi,
I can not send mail with a body wich is more than 1000 caracters.
FUNCTION SendMail(SMTPServerName IN STRING,
                    Sender IN STRING,
                    Recipient IN STRING,
                    CcRecipient IN STRING,
                    BccRecipient IN STRING,
                    Subject IN STRING,
                    Body IN STRING,
                    ErrorMessage OUT STRING,
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                    AttachmentList VARCHAR2(4000) := '';
                    AttachmentTypeList VARCHAR2(2000) := '';
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http://support.apple.com/kb/TS3899
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http://ipadhelp.com/ipad-help/ipad-cant-send-emails-troubleshooting-steps/
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When I used mobile-smtp.roadrunner.com it failed to send. It put the message in the Outbox and said the sender address [email protected] was rejected by the server.
I think that's because my roadrunner email is on the cinci.rr.com server and not the roadrunner.com server
I had it set up:
mobile-smtp.roadrunner.com
SSL off
Authentication: Password checked
server port 587 <-----note it wouldn't accept 597 here. The 587 port is there in all mail servers once they verify
In order for my mail to work with AT&T's network, I had to make their server the Primary:
Primary Server: cwmx.com
SSL off
Server Port 25
Authentication" Password checked
I've tried all these below as Secondary servers
smtp-server.cinci.rr.com
SSL off
Authentication: Password checked
server port 587
smtp-server.roadrunner.com
SSL off
Authentication: Password checked
server port 587
mobile-smtp.roadrunner.com
SSL off
Authentication: Password checked
server port 587

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hello,
I can recieve mail just fine. It's only when I try to send it. I've tried changing the outgoing server to smtp.aol.com and 4.78.166.10.
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http://support.apple.com/kb/TS3899
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http://ipadhelp.com/ipad-help/ipad-cant-send-emails-troubleshooting-steps/
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http://www.apple.com/support/ipad/mail/
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Can't send mail with WiFi on-ok with only 3G running

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