Cannot send message using the server (null)

i use mail 2.1.
i have a .mac account and have three other email accounts attached to my mail account.
lately, i cannot send any email.
the switchiing ports fix hasn't helped either.
this is the error message:
CANNOT SEND MESSAGE USING THE SERVER (null)
The server response was: 5.1.0 <email [email protected]>...
From address does not match authentication.
Use the pop-up menu below to try a different outgoing mail server. All messages will use this server until you quit Mail or change your network settings.
Message from: email <[email protected]>
Send message using: [there is a combo box here with all the four accounts servers listed]
no matter which one i pick it doesn't work and no email is sent.
anyone have this error before? or now how to fix it?
i'd be appreciative.
thanks
1.67 GHz Power PC PowerBook G4 Mac OS X (10.4.6) Sony HDR HC3 HD HandyCam MiniDV

I was having a similar problem (don't feel like typing all the details)
I was about to to delete my com.apple.mail.plist, when finally it hit me.
I ran ethereal (again, I'm sorry, but learning how to use ethereal is a topic unto itself). Following the TCP stream (ie. looking at the smtp messages being sent back and forth) I came across two problems. For some reason my port number was set to 567 or something like that, when it's supposed to be 25, as I had originally set it to.
Once I corrected the port number I started receiving an error message from the smtp server. It said the return email address could not be authenticated. (using xyz.com as an example) The correct return email address was supposed to be [email protected], but for some reason it was changed to john@xyz in the account settings.
Anyway, to get to the point, another thing to check is that your return address has been set correctly, and if all else fails, make sure you have X11 installed and use fink to install and run ethereal. This will let you know if you are actually connecting to the server, and will show you any error messages.
PS. I think this problem started occurring with the last update made to mail. I believe it somehow corrupted my settings. This would explain how my port number could have been changed to the default port number of .mac mail.

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I keep getting Alarm popups saying that it cannot send msg using the server null. I think I have disabled email (I use Gmail) and the calendar however I still get these popups and I can't close them?

I keep getting Alarm popups saying that it cannot send msg using the server null.
I think I have disabled email (I use Gmail) and the calendar however I still get these popups and I can't close them?
How can I disable the Alarm popups?
Thanks
Brian

OS X Mail: Troubleshooting sending and receiving email messages - Apple Support
Google Mail recently implemented additional security measures "for your protection" of course. The manifestation of that may be the requirement to create a unique, "application-specific" password for each one of the various Google services you may use. That requirement probably includes Google Mail. So if the above Apple Support document doesn't resolve the problem, research Google's application-specific password requirements, and how to configure Mail to use it.
I asked the Hosts to edit or obscure the email address in your post.

"Cannot send message using the server....."

Hi all,
Considering the nature of the problem I am about to relate I would have to say at the outset that I would be very very surprised if other people have not come across this problem, so here goes...
We have around 60 users of Apple Mail from both 10.4 and 10.5, so varying degrees of versions of Apple Mail however most if not all are updated to 10.4.11 and 10.5.2.
We have been plagued with people being frustrated about emails bouncing back with an immediate error which is basically the following...
"Cannot send message using the server smtp.xxx.com:user
Sending the message content to the server failed.
Select a different outgoing mail server from the list below etc etc"
I am sure a lot of you have seen this error.
However, it is totally random but I am at the end of my tether with it. It generally revolves around emails with attachments and can be totally random. I was trying to send a screenshot today, very small screenshot, using the Apple-Shift-4 technique, sent the .png file, then saved it out as a .jpg, nothing. Tiny file, around 5k. Got the error above, took it out, sent no problem. Other similar files on the desktop refused to send but a .pdf did. I then thought it might be our server, so sent teh same attachments using my .mac account. Same result and failed to send. Reports from other users in our group show that they too get random results, maybe moving the attachment in the email makes it go, sometimes putting it before your signature, sometimes putting your signature copied and pasted in so many times makes it work, all sorts of methods but all resulting in the same conclusion, Apple Mail can be very unreliable.
We have even migrated some users to Entourage and the problem disappears. Even to Thunderbird, but those users miss the search capability as it is quicker and more reliable. So they want to go back.
Considering I have been struggling with this issue back in the day when we were on the Apple Mail related version in 10.4 I was hoping that the version released in 10.5 would remedy the problems. Sometimes I feel it has just got worse.
Is anyone else experiencing this sort of difficulty in Apple Mail, I really feel isolated and at a loss with how to remedy this for so many users.
If anyone can share their experiences and how they have got around similar issues in Mail I am all ears and open to any suggestions.
Thanks everyone for taking the time to read through this. There is more but the experiences are so random it is not worth trying to put it all down.
Thanks again.
Gerry McCoy

I went in to Connection Doctor and. oddly enough, for this Mac account it said I was on Port 25. Si I changed it to Port 587 and saved the changes.
Still, I have the same problem with the same error messages.
I go back to the mail preferences > Accounts > Advanced and it shows Port 143 still there grayed out.
What about SSL - it's not checked.
Odd that this problem only seems to be from one .mac account emailing to another .mac account. Could the server be down?

OSX Mail - Cannot send message using the server ....

Hi there,
Mac Pro with OSX 10.6.
*Can receive mail, but can no longer send email* using the program Mail.
Been getting the popup "Cannot send message using the server [shawmail.vc.shawcable.net] for the past 3 days. I hadn't changed anything about my computer, and have had the Mac for 2+ years. So this just started doing it on it's own.
I had a technical support guy from my service provider even interface with my computer, where he could see my desktop right over the internet, and he couldn't get it fixed either.
I googled this problem, and found solutions like:
1. Uncheck "Use SSL" (Done that, and it was never checked "on" to begin with)
2. Make sure Authentication is set to none, with no password (done that, and it wasn't set with a password to begin with)
3. Delete [user]/Library/Preferences/com.apple.mail.plist (done that, didn't do anything)
4. We even totally deleted my account, and started a new fresh one. Didn't work
The tech support guy did show me a way to email online, using the same email account. That worked, but it's a hassle to go onto a web-based email program -- it's not my preference. So, with great certainty, it's not my service provider, because I was able to send emails on this web-based email program using my email account.
So there, I'm stumped.
Hopefully someone can help. What's bizarre is that googling this problem, I have found many other people that say it happens arbitrarily, out of nowhere.

I can't believe how ridiculous this issue is. i have been searching for days for a solution to this. i have tried EVERY recommendation on these forums and nothing works. It appears that this issue dates back to TIGER. I had this problem back in January and just bagged figuring it had something to do with iweb. I bought a new html program and was able to send out my newsletter last month no problem. Suddenly, one month later- here i am again, unable to send out my newsletter with no help from Apple or verizon, or these forims, or anyone else. To think that a company that I have stood behind and loved so much can't be be bothered fixing such a simple issue that has been going on now through 5 OS's (I am using Lion but I had the issue using leopard as well) is a disgrace.

I tried to send a mail message to too many addees. when the rejection came back "cannot send message using the server..." the window is too long to be able to see the choices at the bottom of it. how can i see the choices at the bottom of that window?

I tried to send a mail message to too many addees. when the rejection came back "cannot send message using the server..." the window is too long to be able to see the choices at the bottom of it. how can I see the choices at the bottom of that window?

I tried to send it through gmail and the acct is a POP acct
I'm not concerned about sending to the long address list. I just can't get the email and window that says "cannot send emai using the server..." to go away. The default must be "retry", because although I cannot see the choices at the bottom of the window if I hit return it trys again... and then of course comes back with the very long pop up window that I cannot see the bottom of so I can tell it to quit trying...

HT1277 I can recieve emails but I can't send them out. The blue bar at the bottom left of the Mail page gets half way across and then the pop-up "Cannot send message using the server" comes up? What do I do?

I have my Yahoo Mail "poped" over to Apple Mail. I can recieve emails but I can't send them out. The blue bar at the bottom left of the Mail page gets half way across and then the pop-up "Cannot send message using the server" comes up? What do I do?

Your outgoing mail server is different than your incoming server. Usually the outgoing mail server will have smtp in it. I noticed yours said "cannot send message using the server mail.wavecable.com". That sounds like an incoming mail server. Try setting your outgoing mail server to smtp.wavecable.com
I hope that helps.

Apple Mail Time Out / "Cannot Send Message Using The Server..."

When trying to send messages of 5-10MB using my Apple Mail, it sends fine when on my home connection. But when on my (3G) mobile datacard, it seems to get half or 3/4s the way, but doesn't quite make it to the end, then times out with the message "Cannot Send Message Using The Server...". It seems that the Apple Mail doesn't allow enough time before deciding to cancel the attempted send. Is there a way to fix this eg by changing settings?

I'm seeing something similar here (using an Exchange 2007 server -- SMTP works just fine). Unfortunately, I have no solution to offer. I would be glad to hear of any, though.

Cannot Send Messages Using the Server

I am dependent (during the day) on a wireless connection to the Minneapolis Wi-Fi system (U.S. Wireless).
I've got an e-mail account with comcast and I have successfully interfaced this with the Apple Mail application that came with OS X 10.5.4 and for many weeks have been happily sending and receiving e-mails. But....
I've been on the road and had to connect with Hotel internet services and I was picking up free WiFi in NYC when I was there.
I first noticed the problem when I was staying at a hotel in Vermont.
I would try to send e-mails and I would get the message:
CANNOT SEND MESSGE USING THE SERVER __________.
Select a different outgoing mail server....
Now, I am back home and using my U.S. Wireless connection (which has been really bad lately).
I keep getting these blasted messages and my mail sometimes goes through but more than often, I get these "cannot send message.." notices and my e-mail just sits there going nowhere in the outbox.
How can I solve this problem?

Beside the SMTP name -- smtp.comcast.net -- there is a pair of arrows, with one pointing up and one pointing down. If you click on those arrows you will be presented with a list of all SMTP ever enter (you may only have one), and also the command to Edit Server List. If you choose Edit Server List, you will be presented with a completely new setup window, dealing only with SMTP servers, and that window will have two tabs, one of which is also Advanced.
From the name, smtp.comcast.net, without your Username appended, would indicate that an Authentication of None is currently in effect. With changes that Comcast has made recently, whether you use Port 25 or Port 587, I believe you would have to use Password Authentication, most certainly if the latter Port 587 is chosen.
If you click on the link below, although not for Comcast, you will nevertheless see in section 12 through 15, screenshots that cover the SMTP setup that I am describing above.
http://wildblueworld.com/dishmail.net/howdoi-applemail.php#2
Ernie

TS3276 How can I escape a frame block with "Cannot send message using the server Gmail"?

The Mail send window blocked with the additional message The server "smtp.gmail.com" did not recognise the following recipients:" and appears constantly. It does not prevent me using Mail but I want to get it off my desktop.
Any ideas?

Are there any unsent messages in the Outbox?

Error - cannot send message using the server....

Until today I thought the following error message was due to a limitation imposed by my IP (Roadrunner). While talking with their Tech support on an unrelated matter I mentioned this error appears whenever I send an e-mail containing multiple groups (smart groups) created in Address Book.
Roadrunner says the error is being triggered within Apple's Mail program and not at their server level. If that's true, then what is the recipient # ceiling within an e-mail (individual or group)? For further clarification, when the above error does appear (only occurs with 2 or more groups in the To: field, where recipients per list is over 50), the remedy is to remove all groups except one. Then the e-mail can be sent with no problem. If the multiple lists are below 50 or so, then the e-mail can be sent.
Appreciate any feedback.

Hi Ernie
It might relate to how Mail lines up the addresses, but any limit is from the SMTP.
RR Tech support said their system had a limit of 1,000 e-mails a day. Otherwise, all ought to go through. They suggested I call Apple (is that suggestion branded into their brains during their customer sensitivity training? )
Are all the addresses in the To header, or elsewhere?
All in the "To" field. As I posted, in Address Book the groups are created using Smart folders. On the receiver side, those that do go out reach the recipient with no problem.

HT1277 Help! Keep getting Cannot send message using the server lass1 - n1s.host-service.us tried all the other servers is it because it's my own company and i set up the email on cpanel ?

I've tried using all the suggested ones.
I need help configuring.
I think it's because it's my own website like company. not @hotmail.com or gmail.
Help !

Hi, is it POP or IMAP?
Might it be your chouce of ports?
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.

"Could Not Send Message Using The Server...:

I never have any trouble sending from Apple Mail, except now I am trying to do a mass-mailing for our business. Is there a limit on how many people you can BCC?
For the 1st message I put 200 people in the BCC field, and the message sends fine. Then I setup the another message with the next 200 people, and the send fails. Get a notice that Apple "Could Not Send Message Using The Server SMTPOUT.secureserver.net". And gives me the option of selecting other servers, neither of which work either.
I am curious, are there limits on how many people you can copy on one message?

Most, if not all ISPs and email account providers have similar limits per the following for personal/non-business email accounts as part of an overall effort to eliminate or reduce bulk spam emanating from the ISP's or email account provider's domain.
Any ISP or email account provider that doesn't impose similar limits is helping to contribute to the amount of spam that gets circulated.
.Mac has several safeguards in place to ensure that only .Mac members send messages with the Mac.com outgoing mail server.
Among them are reasonable limitations on:
The number of messages that can be sent each day (200 messages)
The number of recipients that can be sent to each day (400 recipients)
The number of recipients a message can be addressed to at one time (100 recipients)
There is also a 10 MB maximum size for messages sent or received using the .Mac mail system.

Error Message: "Can't Send Message using the Server UCPB GEN"

Frequently i can't send emails from "UCPBGEN" "Gmail", "MSN" and "Yahoo". There are times i can, without changing any setting. The error message i am get is "Can't Send Message using the server..."
When i check connection doctor, they are all green.

What OS are you using?
Double-checking all settings is good. Along the way, one thing to try:
Have a look at your SMTP server settings to see if the port is set to "default" or "custom". If it is "default" try switching to custom using one of the numbers listed under "default". That fixed it for me on one of my accounts.
(To do all this: Mail, Preferences, Accounts, Outgoing Mail Server, Edit SMTP server list, Advanced.)
charlie

Intermittent "Cannnot send message using the server" error

I've been getting an intermittent "Cannnot send message using the server" error for a couple of months now. It happens every 3 or 4 e-mails I try to send or reply to. I select "Try Again Later" and then open the message from the Outbox and resend with no problem.
My setup is;
Mail 2.1.1
OSX 10.4.9
MacBookPro
CableVision is my provider
It's a POP account
My incoming server is pop.secureserver.net
My outgoing server is smtpout.secureserver.net
Server port 3535
Authentication - Password
SSL is off
Any help would be appreciated

Hi Dave, and a warm welcome to the forums!
No expert on this, but I wonder since your using the secureserver, if SSL might not work better.
Or maybe try...
Incoming Mail Server Name (POP3): pop3.optonline.net
Outgoing Mail server Name (SMTP): smtp.optonline.net
or mail.optonline.com for both!?
Nearly impossible to find any help on Cablevision's site.
Also, I wonder if this might have something to do with Tiger's Mail also...
http://discussions.apple.com/thread.jspa?threadID=1372763

"cannot send email message using the server icloud" on 10.6.8

I use mail from my desktop, not from iCloud on the Internet. I have a MacBook Pro with 10.6.8 Snow Leopard. My mail was working fine until yesterday.
It says "Cannot send message using the server iCloud. connections to the server smtp.me.com on the default ports timed out. Select a different outgoing mail server from the list below.
The list has:
ICloud offline
and Icloud
Neither of them work.
What has Apple changed regarding this in September?
(I know others have posted similar message, but they were on 10.7)

Same problem here.
Recently an @icloud.com version (alias) of my existing @me.com email address appeared on my account. I can still send messages form the OSX build in Mail client as long as I am using the @me.com version of my email, but I do get this message when I try to use the new @icloud.com account.
My account with iCloud states that both @me.com and @icloud.com versions of my email are active.
Would be nice to know if this is a temporary problem of if this is a permanent one.
The settings on the outgoing mail server are default as retrieved from apple when I configured the @me.com email for the first time. I went through the troubleshooting suggestions as provided on Apple website, double checking all the settings, no joy. At the very list I can still use the old @me.com alias with no problem (for now)
MacBook Pro / Mountain Lion 10.8.2

Cannot send message using the server (null)

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