Software :: When Sending Email Outgoing SMTP Server Keeps Being Rejected On First Attempt
Mar 25, 2008
The SMTP server I use for sending email had been working fine up until about a week ago. Although no changes were made to my setup, now virtually every time I send an email, I get the pop-up "Cannot send message using server xxxx".
When click on "Try with selected server" (the same server), it will then usually send okay; sometimes it takes an additional attempt.
Is this some keychain issue or something?
I've deleted the SMTP server and re-entered all the info, but it's still happening.
The SMTP server is the one from my ISP, so they should be okay with it.
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Jan 21, 2010
I canceled by mobile.me account and now I am getting this message when I open my mail. Enter password for account "smtp.me.com:xxx". SMTP server "smtp.me.com" rejected the password for user "xxx". I try to put my mobile.me password, but that does not seem to work. I am fairly new to Mac OS and cant seem to figure out what is going on.
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Mar 24, 2009
So the mail on my macbook just suddenly stopped being able to receive or send anything, everytime I open mail I get a pop up box saying:
The SMTP server [URL]rejected the password for user �schreiber16�
re-enter your password, or cancel.
So I enter my password but the box keeps popping up.
when it comes to this sort of stuff, and Google tells me that it may be something to do with my ISP.. but I'm at a loss how to fix it. I did a search and there have been others with the same problem as me, but most of them said the problem fixed itself, whereas mine hasn't after a couple of weeks.
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Mar 2, 2012
Can I set up my Mail account to use an out going SMTP server other than .me? I want to use my .me (iCloud) account for incoming mail but want another server for my out going mail. (The reason is a need to keep an existing From: address rather than be required to use "User@me.com".)
Info:
iMac i7, Mac OS X (10.7.1)
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Jun 24, 2014
I can't add a new outgoing smtp server in Mail preferences. I keep getting this message: "The servers marked with alert icons are in conflict and cannot be saved. Two servers cannot share the same address and authentication settings. Resolve the conflicts and try again." The incoming and outgoing server addresses for this ISP are the same, which may be the problem. Both are mail.myglnc.com.
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Mar 23, 2012
I just set up Mail 4.5 and am receiving incoming mails but can't send out my emails. I get a message saying the SMTP server rejected the password. I know it's the correct password, have entered it a few times now.
Info:
Apple Mail, Mac OS X (10.6.8), Apple Mail
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Apr 2, 2012
I am using Macbook Pro (OS Lion), unable to send/receive emails. I have reset all settings (no help). Problem is temporarily resolved by logging into webmail but then issue returns once Apple Mail app is shut down and then re-opened. Server tech support (Rogers/Yahoo) says that the mail client keeps sending the wrong password so the account gets locked out. I have changed the password and re-entered all the mail settings?
Info:
Mac Pro, Other OS
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Mar 26, 2012
can't send email saying email address is not recognized by smtp server?
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Feb 5, 2012
iPhoto 11 (9.2.1) can't use iCloud Mail smtp server for email. "The email server didn't recognise username/password combination". Both appear correct in preferences/accounts. Mail sends and receives messages perfectly.
Info:iMac, Mac OS X (10.7.3)
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Apr 20, 2012
We are a small company that just recently started using Lion Server for a few simple services. We've been pretty happy with it and are considering trying to host our email on it as well, as we've had a little trouble lately with our hosted email being rejected as spam (since they're shared services). It seems to work correctly in a controlled environment on test email accounts that I've created, but I'm having trouble figuring out if it's possible to allow smtp relaying from a device (cell phone, tablet, computer) outside of the local network when the sending from is a virtual address.
Basically, it seems "user@company1.com" can send from devices off the network and authentication allows them to. However, we have two sister companies that we need email for as well. I would like them to be able to send messages from "user@company2.com" or "user@sister3.com."
When I try to send from one of those test accounts on an iphone outside of the local network, it says "A copy has been placed in your Outbox. The recipent "recipient@addressee.com" was rejected by the server because it does not allow relaying." If I add the specific IP address of that device to my allowed relay list, the message sends with no problem. Obviously, I don't want wide ranges of IP addresses allowed to use the relay service. Is there no way to allow relaying from any IP address based on an authenticated user?
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Aug 31, 2009
I'm having such a hard time syncing Gmail with Apple Mail now that I've done a fresh install of SL. First of all, in Gmail Settings, the instructions for setting up Apple Mail are for Apple Mail 3.0. But the Apple Mail with SL is 4.0. The instructions say to "Check the box next to Automatically set up your account." Pic of what I'm talking about: But my Apple Mail does not have that check box: Once it's setup it says it's supposed to look like this: Notice that it's POP and not IMAP? And in mine, once it's "automatically setup" it's IMAP and not POP: When I leave the settings as is, and try to send and receive mail I keep getting an error that says something like "Can't send mail on outgoing mail server". And when I change the outgoing server to POP I get the same error. I've tried everything, I've setup and deleted this e-mail account from Apple Mail at least 4 times now and I keep getting the same error.
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Mar 6, 2012
i have 4 accounts set up 3 aol and 1 yahoo.
they are all having problems one of the aol wont update all my new mail and is like 5 days behind. it used to but doesnt now.
i try and send emails from each of them and none of them send it comes up with outgoing server problem and its driving me nuts.
just want all my mail accounts set up so i can send and recieve from them all i feel like deleting the mail app and just doing them all manually but why should i this is one of the reasons i wanted a mac!
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Jun 26, 2012
I was able to set up monitoring incoming mail with sender_bcc and that seems to work when mail is incoming and BCC's to a 3rd party to check the mail.
Now for the person sending an email to a person outside the organisation. Need to do that because the company has been made aware that emails have been sent out to the opposition.
Info:
Mac mini, Mac OS X (10.7.4), Server
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May 4, 2012
iCloud is now functioning on my MacBook (OS 10.7 Lion), iPhone, but not the iMac (OS 10.6.8 Snow Leopard). I converted from MobileMe. Incoming mail functions with iCloud on the iMac, but I am not able to connect to Outgoing and therefore unable to send outgoing Mail from this computer. The Mail Connection Doctor in Mail Preferences indicates that I am connected to an outgoing SMTP account in Mail. I manually added smtp.iCloud.com.(name). but to no avail. So therefore two questions that may resolve this issue:
(1) what is the correct smtp address for iCloud?
(2) does the iCloud server support SSL? Please note that I have no idea of what SSL is, but the Mail Connection Doctor advised that I check this out.
Info:
iMac, Mac OS X (10.6)
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Sep 17, 2007
The Mozilla product, SeaMonkey (which is a combined internet browser and email client kind of software, and is the next generation of the original Mozilla Suite, which in turn was THE Netscape software for many years) became problematic recently. This happened once before in the (4 years ago) distant past but at that time i was using dial-up to an aol ISP and changing to Comcast solved that issue for me. The mods on the Mozilla and Bugzilla forums suggest that it is mac firewall-related. i have to doubt this because the problem exists with firewall turned on or off. The older no longer supported Mozilla Suite email client can still connect and send email out using port 25 to connect to SMTP outgoing server. The Seamonkey still behaves correctly as a browzer but is unable to connect to the SMTP outgoing mail server (port 25) anymore using the exact same user account name and password as the Mozilla Suite does. Comcast tells me they have tested my connection and all is as it should be to receive and send. Their tech support has no help available for Mozilla or Netscape or anything else except Outlook Express, But a Comcast techie tried jumping me through their hurdles for "outlook express" and all the settings appeared to be correct. The SeaMonkey worked flawlessly until one day recently it didn't anymore. i recognize, Peter, that you have the firmly held opinion that all mac folk should use only Safari, but free is free. And Safari is not as handy-dandy as Mozilla for the kinds of things i like to use to connect to the .www. and down-load and to forward or send and receive email. SeaMonkey, since it uses port 110 pop3 for incoming mail also still works fine. So i CAN receive email at SeaMonkey read it and mouse-click on interesting links if any, but to send or forward email, i must log off and and then fire-up and use the old Mozilla Suite. My equipment: iMac SL OS X 10.3.9 with 768 Mb ram and 56 gig hard drive. i have read a bit at the Mozilla forums and see that there has been this connectivity problem on and off with both PC and Mac but always just a very few users leaving any posts about it. The SeaMonkey developers (all volunteer hobby-ist coders} have shown little interest , perhaps because it only affects the very few that it affects, but it also has been seen as a glitch or bug with their Thunderbird email client going back about 4 years. i have tried down-loading older versions of SeaMonkey and they now fail to connect too. The set-up wizard has one new account setting difference in the SeaMonkey that i can see, a new little window to enter in : "description" and at the first user account setting window in Mozilla Suite there used to be an advanced user button which is no longer there in SeaMonkey.
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Mar 14, 2012
OK, so my email has been changed to a new account. Told to keep old account and settings on computer as to not lose old emails on mac.
Set up new account with same email (some password security errors side) but now cannot change to new account to sent emails as mail only lets me select the email address to send from and not the mail account.
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Aug 4, 2008
I'm running Mail on a G5 with 10.4.11, and have had Gmail, GoDaddy and .mac mail pushed through and sent out easily--until now. We switched to Fios, and while receiving mail is no problem, outgoing mail is terrible.
I have tried every possible outgoing mail server address in the Mail account preferences: the Gmail, GoDaddy and .mac ones, also outgoing.verizon.net. They all work sporadically. There seems to be lots of discussion of this problem out there, but no answer.
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Aug 15, 2010
Every few minutes, my Mail rejects my Hotmail password and says "The Hotmail POP serverrejected the password for user ______". I looked it up on google and apparently hotmail may be set up to reject passwords or deny POP access if the polling rate is too fast... I'm not sure what's going on. I click "remember password in keychain" every time but it pops up every hour at least.
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Mar 29, 2012
I can access my email account through Safari - but I keep getting a user error in Mail and on my iPhone and iPad.
Info:
Mail, Mac OS X (10.7.3)
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Apr 3, 2012
I can't access my iCloud email on my Mac mail, Get it on iphone but not Mac mail on computers, The iCloud IMAP server “p02-imap.mail.me.com” rejected the password for use
Info:
MacBook
Pro, Mac OS X (10.7.3)
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Apr 30, 2012
I have checked preferences, all seems ok. I have two accounts with me.com but only one seems to have this issue... what to do?
Info:
MacBook Pro
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Dec 9, 2014
Word keeps crashing when I attempt to open an .docx email attachment, how to I stop word from crashing and be able to open the file?
Info:
MacBook Air, OS X Yosemite (10.10.1)
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Mar 13, 2012
Why do i keep getting the following on my imac 27" when it does not happen on my ipad or macbook air? "The Yahoo! IMAP server “imap.mail.yahoo.com” rejected the password for user " Getting very frustrated with it. I have tried removing the account and repacing and also changing the password. It is not the password entry that is the problem. Any solutions? All software up to date.
Info:
iMac (27-inch Mid 2011), iOS 5.1
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Apr 30, 2012
I am getting this message "The iCloud IMAP server "p99-imap.mail.me.com" rejected the password for user ...". I am getting mail fine on my iphone and Ipad, just not thru MAIL.
Info:
MacBook Air, Mac OS X (10.7.3)
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Sep 14, 2010
Alright, this has been going on for about 2 weeks now? I finally got fed up with it today, did a lot of searching, found people with the same issue, but no ways to fix it. Basically, I have two gmail accounts. I can receive email just fine, but I cannot send it. When I do, it comes up saying can't use the server smtp.gmail.com:myemail@gmail.com. It offers to let me use another smtp server, but being gmail, it doesn't work either. Mail Diagnostics show connection to the internet, but has issues with the smtp server at times. It is sometimes listed as Offline, sometimes not. I have "Use default ports" selected, those being 25, 465, 587 under under the "edit smtp server list" on account information. Nothing under "IMAP Path Prefix" Port: 993 with use SSL checked. authentication is password, and works. That's all the info I can think of to provide you with, if you need anything else, just ask.
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Jun 29, 2012
Using iCloud through Mail on OSX 10.7.4, I cannot send any emails.I receive them just fine, but it will always timeout when trying to send emails.The smtp server I seem to be on is p02-smtp.mail.me.com. I tried to ping it and it has 100% packet loss, although this might just mean they reject ICMP requests.Sending from my iPhone or iCloud on the web works just fine.
Info:
Mac OS X (10.7.4)
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Mar 27, 2012
The MobileMe IMAP server 'mail.me.com' rejected the password for user. This just started on my macbook pro.
Info:
MacBook Pro, Mac OS X (10.6.8)
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Jun 21, 2012
The MobileMe IMAP server "mail.me.com" rejected the password for user "yanperdrau". This is the message that keep on coming every time I try to retrieve my email, the password is well inserted, and my settings are good.
Info:
MacBook Pro, Mac OS X (10.6.8)
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Aug 25, 2008
I've been troubleshooting this for over an hour now. My AOL account wont send msgs only receive them. Everytime i try to send i get the error below, i run a diagnostic and mail says it connects with the server fine but sending messages is a no go area.
I've quadruple checked the settings and they seem fine.
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Apr 24, 2012
Trying to send mail and it just keeps going into outbox and says "Cannot send message using the server smtp.virginmedia.com (offline)" . I got on to virgin who excessed my Mac remotely and could not find anything.The same on my other Mac running 10.6 and a mate up the road also running 10.6
Okay I have looked around and the only thing I can find to fixes this is get another mail client. Looks like it's another Apple thing
Info:
Mac Pro (Early 2009), Mac OS X (10.7.3), LED Cinema Display 24in
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