Mail won't send mail

Majglow

macrumors newbie
Original poster
May 5, 2005
16
0
Hello,

So I'm using Tiger and the Mail application and I can't manage to send mail through my server. Basically, the server is setup to require authentication to send through the SMTP server, so I configure mail accordingly and everytime I try to send mail, it doesn't authenticate me (mail asks me to reenter the password). Now, I am 100% sure I got the login info right, if I login using Entourage it works fine. Also, when I send mail through my verizon account (also requires authentication) it works fine.

Does anybody have any idea why this is the case? If needed, I could setup an example mail account to give you an idea of what is happening exactly.
 

silentstar

macrumors newbie
Jul 4, 2005
15
0
Set it up as an IMAP account.

Majglow said:
Hello,

So I'm using Tiger and the Mail application and I can't manage to send mail through my server. Basically, the server is setup to require authentication to send through the SMTP server, so I configure mail accordingly and everytime I try to send mail, it doesn't authenticate me (mail asks me to reenter the password). Now, I am 100% sure I got the login info right, if I login using Entourage it works fine. Also, when I send mail through my verizon account (also requires authentication) it works fine.

Does anybody have any idea why this is the case? If needed, I could setup an example mail account to give you an idea of what is happening exactly.
 

grapes911

Moderator emeritus
Jul 28, 2003
6,943
3
Citizens Bank Park
1. Did you check the box to add the password to the keychain? This saves the password so you don't have to reenter it.

2. Make sure you are using this:
Preferences -->
Accounts -->
Account Information -->
Server Setting -->
Then select the correct Authentication.
 

big

macrumors 65816
Feb 20, 2002
1,074
0
I bet its an ISP issue... whoever you are using for an ISP (ie knology) you have to use their server to send mail, since you are on their network. Which means having a valid account and send mail settings correctly figured (smtp.comcast.net). A lot of ISP's do not require you to click that little authenticate box in your prefs.... just a suggestion, I bet it is your settings not done properly. Usually you will not use your own domain name for smtp... it is not going through your mail, its going through your ISP mail servers.
 

poisoned hawk

macrumors newbie
Jul 4, 2005
14
0
Midlands UK
Majglow said:
Hello,

So I'm using Tiger and the Mail application and I can't manage to send mail through my server. Basically, the server is setup to require authentication to send through the SMTP server, so I configure mail accordingly and everytime I try to send mail, it doesn't authenticate me (mail asks me to reenter the password). Now, I am 100% sure I got the login info right, if I login using Entourage it works fine. Also, when I send mail through my verizon account (also requires authentication) it works fine.

Does anybody have any idea why this is the case? If needed, I could setup an example mail account to give you an idea of what is happening exactly.
Hi I have a similar problem but I know the reason. BT in the UK will not accept my .uk.com domain through their server as it's a second level domain
 

Ti_Poussin

macrumors regular
May 6, 2005
210
0
There's a huge mess with mail and sending mail, it often refuse to send e-mail. I use a spymac account, and got the same problem, I switch the outgoing server to a random Bull*****, try to send it can't (normal), revert it to the correct one from scratch (delete keychain password related to mail too). It work, don't know why, seem like mail is prompt to corrupt mailbox and setting. Not really impresse with mail robustest.
 

Majglow

macrumors newbie
Original poster
May 5, 2005
16
0
As some suggested, this isn't a problem with it not remembering my login information for the outgoing server, but it not wanting to authenticate me at all. As for IMAP, I don't really know anything about this, but I will look at try.

big said:
I bet its an ISP issue... whoever you are using for an ISP (ie knology) you have to use their server to send mail, since you are on their network. Which means having a valid account and send mail settings correctly figured (smtp.comcast.net). A lot of ISP's do not require you to click that little authenticate box in your prefs.... just a suggestion, I bet it is your settings not done properly. Usually you will not use your own domain name for smtp... it is not going through your mail, its going through your ISP mail servers.
No, this isn't the case (it is verizon DSL). Everything works smoothly with entourage. I would use entourage but I really want Spotlight for my email.
 

iMeowbot

macrumors G3
Aug 30, 2003
8,643
0
Majglow said:
No, this isn't the case (it is verizon DSL). Everything works smoothly with entourage. I would use entourage but I really want Spotlight for my email.
Okay. just to make sure, is this how you have it set up?
  • outgoing mail server is outgoing.verizon.net
  • "Use Secure Sockets Layer" should not be checked.
  • Authentication type should be set to Password
  • Username needs to be your Verizon username, an email alias won't work here.
 

Majglow

macrumors newbie
Original poster
May 5, 2005
16
0
iMeowbot said:
Okay. just to make sure, is this how you have it set up?
  • outgoing mail server is outgoing.verizon.net
  • "Use Secure Sockets Layer" should not be checked.
  • Authentication type should be set to Password
  • Username needs to be your Verizon username, an email alias won't work here.
I can send mail perfectly through my verzon account.

It is when I try to use the Exim server that hosts my domain names.

To show what my problem is, I setup a test account. Here is the info:

address: macrumors@conqueredthe.us
incoming server: mail.conqueredthe.us
username: macrumors@conqueredthe.us
password: TestMe

outgoing server: mail.conqueredthe.us
username and password are the same as the incoming and the auth type is password.

I can send mail using this info fine using entourage but it just won't work using Mail (can recieve but not send).

In my Exim logs, I get the following:

2005-07-06 07:28:48 plain authenticator failed for pool-71-111-97-20.ptldor.dsl-w.verizon.net ([192.168.1.100]) [71.111.97.20]: 535 Incorrect authentication data (set_id=macrumors@conqueredthe.us)

thanks
 

iMeowbot

macrumors G3
Aug 30, 2003
8,643
0
Well, for what it's worth, it's not just you, it wn't take the password from me either. That said, Apple Mail 2.0 has more bugs than features at this point, and you might want to wait for 10.4.2 to see if current problems magically disappear before digging too much deeper.
 

Majglow

macrumors newbie
Original poster
May 5, 2005
16
0
iMeowbot said:
Well, for what it's worth, it's not just you, it wn't take the password from me either. That said, Apple Mail 2.0 has more bugs than features at this point, and you might want to wait for 10.4.2 to see if current problems magically disappear before digging too much deeper.
Thanks for confirming. I was half thinking that it was me just going insane and not being able to enter the password in right (the 50 bazillion times I tried).