Can´t Mail handle smtp/s with authentication?

My mailserver is running on linux and allows only authenticated connections (unprotected and also protected by SSL (imaps)). Connection to the imap server works when starting mail for the first time.
However the connection to my outgoing mail server (which is postfix also using authentication and optionally ssl) doesn´t work.
The following shows up in the logs:
May 14 04:58:38 daolin postfix/smtpd[22964]: connect from unknown[192.168.9.251]
May 14 04:58:38 daolin postfix/smtpd[22964]: setting up TLS connection from unknown[192.168.9.251]
May 14 04:58:38 daolin postfix/smtpd[22964]: SSL_accept error from unknown[192.168.9.251]: -1
May 14 04:58:38 daolin postfix/smtpd[22964]: lost connection after STARTTLS from unknown[192.168.9.251]
May 14 04:58:38 daolin postfix/smtpd[22964]: disconnect from unknown[192.168.9.251]
any chance to get mail working with postfix?
Thunderbird works like a champ. No problems.
Macbook Pro Mac OS X (10.4.6)

just have them forward to each other

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Hello Chuck.
If I'm reading the SMTP server settings correctly and
the error message provided which indicates your
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address which the Mail.app does support.
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Teri,
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So this isn't a question....more like a solution that I had to figure out.
We have multiple gmail accounts in our family and after upgrading to OSC Yosemite our gmail accounts wen't haywire. My wife was sending emails that eventually were sent from my gmail account (mass neighborhood emails at that.....and all replies came to me instead of her). I spent about 2 hours investigating and put together several different threads that finally fixed out problem. The root of the issue is that you can share the same Incoming Mail Server for all of your gmail accounts and your mail will go to the accounts that it is supposed to go to, but you have to have individual Outgoing Mail Servers for each of your accounts otherwise all outgoing mail will come from one account only. I don't know why this happened, it is a pain in the butt, but here's how I fixed it with 3 gmail accounts running through 1 mac.
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2nd - you need to add back all of your accounts one at a time (and follow all of the following steps for each account before adding another). Select the plus sign and choose Google (for gmail accounts only).
3rd - Give your gmail account a recognizable name in the "Name" field (if you have multiple Gmail accounts to add, you will want to distinguish between them).
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5th - Check the boxes that you want to add to your mac (mail, contacts, calendars, messages, notes).
6th - Click the "Details" button to ensure that you have an adequate description (see # 3 above) if you are going to have multiple gmail accounts to add.
7th - Open the Mail app.
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9th - Then, from Preferences click on the Advanced tab and....Uncheck "Automatically detect and maintain account settings".
10th - Then, go back to Account Information Tab and.....from the Outgoing Mail Server (SMTP) dropdown box, select Edit SMTP List....
11th - You need to create an individual SMTP Server Account for each gmail account that you plan to add.
12th - To do this click the plus button. Server Name should always be smtp.gmail.com. Type in your own Description (I recommend naming it after the gmail account that you plan to attach it to).
13th - TLS Certificate should be "None"
14th - Click the Advanced Tab - From here, uncheck the box for "Automatically detect and maintain account settings". Then make sure Port is 587 (default is 25 for some ungodly reason). Check the box for "Use SSL".
15th - Set authentication to "Password". User name MUST contain a suffice (i.e [email protected]). Password is your normal gmail password.
16th - Click OK.
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18th - Save all changes and close out of Mail App.
19th - Restart Mail and recheck steps 8-15....for some reason my passwords kept getting erased, but they eventually saved and took.
20th - Add another gmail account by following these steps and then recheck all along the way for passwords, suffixes, everything. You will want to make sure that your accounts are all properly linked to their respective Outgoing Mail Servers (hence the distinct naming descriptions).
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Wow! Oh my goodness Patrick, thank you so much man. That's a ton of informatiion to take the time to write out step by step and share with strangers. I really, really am grateful to you. I've been dealing with this for a month, half the month I kept changing my passwords and kept assuming I was making some mistake. It used to work fine. About a week ago I started looking for a solution and couldn't find one that worked.
You have changed that sir! I'm good to go, stress level will lower when I am on my Mac, and I'm so glad to not have all these messages popping back up that I was done with!
Muchos Gracias Amigo! Owe you one...

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<form method="post" action="forms/sendmail-test2.php" onsubmit="return checkEmail(this);">
<script type="text/javascript" language="JavaScript">
</script>
<fieldset><legend>Info</legend>
<label> Name </label>
<input type="text"
name="name" size="30" maxlength="40"/><br />
<label> <span class="redText">*</span> Email </label>
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<input type="reset" value="Reset" />
<input type=submit value="Submit Form" />
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<?php
include('Mail.php');
//$to = "[email protected]";
//$name = $_REQUEST['name'] ;
//$email = $_REQUEST['email'] ;
//$message = $_REQUEST['name'] ;
//$headers = "From: $email";
//$subject = " price quote";
//$fields = array();
//$fields{"name"} = "Name";
//$fields{"email"} = "Email";
//$fields{"message"} = "Message";
$recipients = '[email protected]'; //CHANGE
$headers['From']    = '[email protected]'; //CHANGE
$headers['To']      = '[email protected]'; //CHANGE
$headers['Subject'] = 'Test message';
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// Define SMTP Parameters
$params['host'] = 'levy.dnsbox25.com';
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foreach ($params as $p){
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$send2 = mail($from, $subject2, $autoreply, $headers2);
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Thanks, bregent. I changed it to this and it sends, but nothing shows up in the body except "Test message". How would I "insert the form fields' 'email' and 'name' and 'message' in the body"?
<?php
include('Mail.php');
$to = "[email protected]";
$name = $_REQUEST['name'] ;
$email = $_REQUEST['email'] ;
$message = $_REQUEST['name'] ;
//$headers = "From: $email";
$subject = " price quote";
$fields = array();
$fields{"name"} = "Name";
$fields{"email"} = "Email";
$fields{"message"} = "Message";
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$headers['From']    = '[email protected]'; //CHANGE
$headers['To']      = '[email protected]'; //CHANGE
$headers['Subject'] = 'Test message';
$body = 'Test message';
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$fields{"name"} = "Name";
$fields{"email"} = "Email";
$fields{"message"} = "Message";
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$params['host'] = 'levy.dnsbox25.com';
$params['port'] = '25';
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