Can't send mail--all suggestions tried!

Greetings,
I can see by many posts that this is a common problem with many good hints, but I'm still baffled.
I can get mail, but I cannot send mail (except for sending myself an email; that works fine). (My ISP, RoadRunner, says I'm configured perfectly.)
The error message I get is: "Sending the message content to the server failed."
To fix the issue, here's what I've done: powered down the G4, router and AirPort. Rebooted to no effect. Checked the Mail function on my laptop using AirPort: works perfectly (though it is running Panther, not Tiger). My built-in Mac firewall is switched off. I have installed no security updates of late--though one is pending.
I'd sure prefer not to reinstall Mac Mail. Any thoughts? Thanks!
Tim
PowerMac G4 dual Mac OS X (10.4)

Tim,
Mostly involved in some projects away from the computer, and a little hit or miss on time to research. My initial google using "smtp authentication roadrunner" turned up some stuff about the brand of modem. You might try that same search, but add "Asante" to the search argument.
However, the fact that I understand your laptop running Panther to work (via Airport), and the error message you cited I thought that you might be trying to authenticate. Also, the laptop and Airport success does not point so much to the modem or any device.
I may need to better understand your network, which seems to be two Macs connected via modem/router, but at least one (the laptop) wirelessly via Airport Express(?) which is presumedly cabled to the router. How is the second Mac, running Tiger, connected?
While I cannot yet conclude anything, without further info, I am interested in the role MTU (maximum transmission unit) might have on your reports. See:
http://docs.info.apple.com/article.html?artnum=303192
If the Tiger Mac is cabled to the router, rather than wireless, try reducing the MTU value, starting at 1492, and then downward. If could simply be the packet transmission speed the Tiger Mac is trying to use, prevent delivery of the message content?
Ernie

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Can't send mail, get message: the smtp server rejected the password. I tried lock and unlock keychain. I tried unlock captcha. Gmail works okay, it is Mail that does not. Help!! :(

Can't send mail, get message: the smtp server rejected the password. I tried lock and unlock keychain. I tried unlock captcha. Gmail works okay, it is Mail that does not. Help!!

Hi
You need to check with your ISP whether or not the send mail server (SMTP) requires a password. Some do, but many do not. When you know the correct password to send mail, then you need to tell Mail as follows:
Mail menu > Preferences > Accounts > Select the account
Click on the Outgoing Mail Server (SMTP) combo box, and select Edit SMTP Server List...
In the Account Information tab put the server name
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Is there a fix for "can't send mail?"

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Yes, there are complaint sites online where I've read hundreds of complaints that trickle in one by one on different dates.
Take a look at this post, and the comments below it:
http://www.lockergnome.com/usrbingeek/2007/04/12/comcast-blocking-port-25/
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Message was edited by: dechamp

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Aggg. Help.
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Hello,
If you open the Activity viewer (click on Window in the menubar and choose Activity) and watch when you try to send, what phases if any are indicated are taking place before failure?
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hey...
can;t send mail..
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i travel for a living, could the different log-on places have something to do with it.?
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want to use MAIL to send pix from my iPhoto's...
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Message was edited by: rabrat

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Hello tomzmem,
Welcome to the Apple Support Communities!
This situation does sound very frustrating. I know that you have tried some great troubleshooting steps already and the issue remains unresolved. Have you forced the Mail application to close and then opened it back fresh? If not, this is the next troubleshooting step I would suggest. Please let me know if the issue remains unresolved.
Force an app to close in iOS - Apple Support
Have a great day,
Joe

Can´t send mail on any account

Hi,
Suddenly all of my accounts can´t send mail...
it pops up a window saying mail can´t use this smtp, and it doesn´t matter what I choose for selected server, nothing works.
And if I change the outgoing mail server settings in preferences it does not change in the pop up.
I did not change anything.
I have tried to start new account but nothing works.

Gunz,
For your .mac account, if you are using the smtp.mac.com as the Outgoing Server, change the Port to be Port 587, and test. Although you are using many different venues, more and more ISPs are blocking Port 25 for all but their own SMTP. Are the other accounts unrelated to your ISP? If so, their SMTP may need to be presented either on Port 587, or still another.
If you are having a problem with the SMTP provided by your ISP, then a change in policy may have been accompanied by a new name for their SMTP, or a new Authentication protocol.
More info, please, but first test with Port 587 and the smtp.mac.com.
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Postfix/smtp[8437] Operation timed out can't send mail to 1 address

server 10.4.5 running mail, filesharing and website.
The mail server has been up for months working fawlessly. We have one address (domain) where we can't send mail, and users at that address can't send us mail.
All other mail functions on both ends seem to be functioning fine.
They seem to be running exchange as a mail server, but i don't have other details from their side. DNS/MX records all look like you would expect.
This has me stumped.
i turned debug level loging on and got the following smtp message written to the log when i tried to mail to an address at that domain.
Feb 23 20:45:10 fileserver postfix/smtp[8437]: 775401AFD61: to=<[email protected]>, relay=none, delay=31, status=deferred (connect to anhc-mail.anhc.org[24.237.2.213]: Operation timed out)

Yes, good luck to them.
relay=none
doesn't look so good.
Of course, a successful outgoing message should look something more like:
Apr 8 11:41:05 server postfix/smtp[2300]: F1D4D3B8A27: to=<[email protected]>, relay=mail.someobfuscatedserver.com[6x.20x.148.1x6], delay=5, status=sent (250 2.0.0 k38FYfDS023848 Message accepted for delivery)
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Here's a thought:
Some time ago, I had to edit the helo_checks config of postfix, for a windows mailserver because their AntiVirus was horribly mangling their outgoing mail, helo-ing as <fix-your-dns>.local
Point being that .local anything is not a viable tld for anything in the public realm, and certainly won't work with the rest of the world in terms of DNS.
That might be the work of Norton's break-it-for-you addon for Windows Exchange mailservers, not sure.
Please post the output of:
postconf -n
on your server,
and the mail.log file content when they try to send you an email (confirm via telephone and watch for it).

Suddenly can't send mail

I have often received the alert box that the selected server can not send the mail and I have to change the server,or wait, or restart mail to get it to work. This is annoying, but I have dealt with it (although I'd like to know what's going on). But, now, it seems I can't send mail at all, from any server, with a restart or otherwise. It's been happening for the last day.
Can anyone lend a hand? Is it a problem with Apple? I've chosen a variety of different servers (I have many e-mail accounts set up). I've relaunched. Tried to send from various e-mail addresses (although my .mac is my default). No luck.
Thanks for the help,
J.

We have the same problem here and for a few weeks we've resorted to signing in to a browser email program as mac mail's password isn't recognized by the server.

I can't send mails

This is a little confuse because i can send/recive mails on iphone and web, and i can recive mails on my mac but not send... also happens something weird that i see on message sent inbox on mac/web/iphone mail that i send on mac... so i dont know if this happens by sync or there is really something bad with my email account or for recive my mails people. All this happens only with my icloud account... by the way, sometimes i can't send mails too from my iphone but when i delete and add my icloud account this solve, no the same case on mac
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Have you tried restarting or resetting your iPad?
Restart iPad: Press and hold the Sleep/Wake button until the red slider appears. Slide your finger across the slider to turn off iPad. To turn iPad back on, press and hold the Sleep/Wake until the Apple logo appears.
Reset iPad: Press and hold the Sleep/Wake button and the Home button at the same time for at least ten seconds, until the Apple logo appears. Ignore the "Slide to power off".

Can't send mail - intermitently

got pop mail account set-up which has been fine for years - last few days it's started to stop sending mails. i've tried using the connection doctor and it always manages to logon & establish connection, but fails to send email. i can leave it alone for a while & come back and hey presto it's sent the mail.
it's not hardware related because i have same issue on iTouch and iPhone.
i changed network provider a few days ago to cable broadband - seems like it's related to that, but I don't understand what & why it would be intermitent.
sorry for long post, but hopefully sufficient info' for someone to help.

weird... I connect via have Airport Extreme - if I bypass AE, then it works all the time - yet when I connect to AE it works only intermittently. I don't understand it. Why sometimes success other times failure?

Can't send mail on iOS 5 devices with iCloud

A long time ago I signed up for a .Mac trial to use that address with iChat. The trial expired, and, as expected, the address continued to work with iChat, though it no longer functioned as an email address. It then came to be my Apple ID. Now, having set that Apple ID up for use with iCloud, my iOS devicess are having trouble sending, and only sending email from my iCloud address. The reason is this: I logged into <username>@mac.com for iCloud (as that's my Apple ID), and everything set up right except the mail address that iOS Mail thinks I have. It thinks the mail address for the iCloud account is <username>@mac.com. When I send mail to <username>@me.com, my iOS devices get it just fine, but when I try to send mail back, it tries to send it from the @mac.com address, and therefore fails as that is not a valid email address.
I've tried to go into the settings and change the email address that it uses for iCLoud, but with no luck. I see a place to change it, but it is grayed out and won't let me select it and bring up a keyboard to change it.
Is there any way to tell it that it assumed the wrong email address for my iCloud? Or is there no way to send iCloud email from my iOS devices?
Thanks in advance!
P.S. I can send mail via iCloud from the web app and from Apple Mail (OS X Lion), but not from iOS devices because of this glitch. I can also send mail from iOS devices using other email accounts (Gmail, Yahoo).

I found a work around that works. Got to Settings...Icloud....account......advanced....outgoing mail server.....
Add an "other" server.
Host Name p01-smtp.mail.me.com
Put in your me.com email address as username and your Apple ID password
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Can't send mail--all suggestions tried!

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