Outgoing Email Delay with Lion Server

Hi;
I have setup my domain and greylisting disabled in /etc/postfix/main.cf.
It seems that I have 3 messages sitting in the mail queue which cannot be delivered due to being delayed for whatever reason.
I can send email to myself and it's instant.
I am attempting to email to a friend on Rogers Yahoo and Gmail. It seems that when I try to connect to the MX for each I timeout for some reason.
Any ideas on what could be wrong? I am assuming that since I cannot connect to the MX for those systems that's why it's delayed.
From what I can see, my server is trying to connect to port 25 on the remote system - as far as I know, those ports are off on Yahoo and GMail. How can I force it to send to port 587 instead?
My Server Firewall = Off.
On the Airport Extreme, these ports are forwarded to the server: 25,110,143,587,993,995
on rate 2/60s for (submission:99.226.73.47) at Oct 3 13:05:56
Oct 3 13:09:16 server postfix/anvil[6365]: statistics: max connection count 1 for (submission:99.226.73.47) at Oct 3 13:05:26
Oct 3 13:09:16 server postfix/anvil[6365]: statistics: max cache size 1 at Oct 3 13:05:26
Oct 3 13:09:23 server postfix/smtp[6390]: connect to mx2.rog.mail.yahoo.com[98.139.214.154]:25: Operation timed out
Oct 3 13:09:23 server postfix/smtp[6389]: connect to alt3.gmail-smtp-in.l.google.com[209.85.229.26]:25: Operation timed out
Oct 3 13:09:23 server postfix/smtp[6390]: DB12F55B8B: to=<[email protected]>, relay=none, delay=503, delays=383/0.04/120/0, dsn=4.4.1, status=deferred (connect to mx2.rog.mail.yahoo.com[98.139.214.154]:25: Operation timed out)
Oct 3 13:09:53 server postfix/smtp[6389]: connect to alt4.gmail-smtp-in.l.google.com[74.125.79.27]:25: Operation timed out
Oct 3 13:09:53 server postfix/smtp[6389]: 4F58255B30: to=<[email protected]>, relay=none, delay=656, delays=506/0.04/150/0, dsn=4.4.1, status=deferred (connect to alt4.gmail-smtp-in.l.google.com[74.125.79.27]:25: Operation timed out)
Oct 3 13:19:19 server postfix/qmgr[6000]: DB12F55B8B: from=<[email protected]>, size=119078, nrcpt=1 (queue active)
Oct 3 13:19:49 server postfix/smtp[6478]: connect to mx1.rog.mail.yahoo.com[98.136.59.15]:25: Operation timed out
Oct 3 13:20:19 server postfix/smtp[6478]: connect to mx1.rog.mail.yahoo.com[98.139.214.154]:25: Operation timed out
Oct 3 13:20:49 server postfix/smtp[6478]: connect to mx2.rog.mail.yahoo.com[98.136.59.15]:25: Operation timed out
Oct 3 13:21:19 server postfix/smtp[6478]: connect to mx2.rog.mail.yahoo.com[98.139.214.154]:25: Operation timed out
Oct 3 13:21:19 server postfix/smtp[6478]: DB12F55B8B: to=<[email protected]>, relay=none, delay=1220, delays=1100/0.02/120/0, dsn=4.4.1, status=deferred (connect to mx2.rog.mail.yahoo.com[98.139.214.154]:25: Operation timed out)
Oct 3 13:24:19 server postfix/qmgr[6000]: 4F58255B30: from=<[email protected]>, size=1249, nrcpt=1 (queue active)
Oct 3 13:24:23 server postfix/postscreen[6525]: CONNECT from [17.148.16.105]:60340
Oct 3 13:24:23 server postfix/postscreen[6525]: PASS OLD [17.148.16.105]:60340
Oct 3 13:24:23 server postfix/smtpd[6526]: connect from asmtpout030.mac.com[17.148.16.105]
Oct 3 13:24:24 server postfix/smtpd[6526]: 4233F55D22: client=asmtpout030.mac.com[17.148.16.105]
Oct 3 13:24:24 server postfix/cleanup[6534]: 4233F55D22: message-id=<[email protected]>
Oct 3 13:24:24 server postfix/qmgr[6000]: 4233F55D22: from=<[email protected]>, size=1217, nrcpt=1 (queue active)
Oct 3 13:24:24 server postfix/smtpd[6526]: disconnect from asmtpout030.mac.com[17.148.16.105]
Oct 3 13:24:25 server postfix/smtpd[6536]: connect from localhost[127.0.0.1]
Oct 3 13:24:25 server postfix/smtpd[6536]: A103655D2B: client=localhost[127.0.0.1]
Oct 3 13:24:25 server postfix/cleanup[6534]: A103655D2B: message-id=<[email protected]>
Oct 3 13:24:25 server postfix/smtpd[6536]: disconnect from localhost[127.0.0.1]
Oct 3 13:24:25 server postfix/qmgr[6000]: A103655D2B: from=<[email protected]>, size=1642, nrcpt=1 (queue active)
Oct 3 13:24:25 server postfix/smtp[6535]: 4233F55D22: to=<[email protected]>, relay=127.0.0.1[127.0.0.1]:10024, delay=1.5, delays=0.58/0.01/0/0.92, dsn=2.0.0, status=sent (250 2.0.0 from MTA([127.0.0.1]:10025): 250 2.0.0 Ok: queued as A103655D2B)
Oct 3 13:24:25 server postfix/qmgr[6000]: 4233F55D22: removed
Oct 3 13:24:25 server postfix/pipe[6539]: A103655D2B: to=<[email protected]>, relay=dovecot, delay=0.14, delays=0/0.1/0/0.04, dsn=2.0.0, status=sent (delivered via dovecot service)
Oct 3 13:24:25 server postfix/qmgr[6000]: A103655D2B: removed
Oct 3 13:24:50 server postfix/smtp[6522]: connect to gmail-smtp-in.l.google.com[74.125.45.26]:25: Operation timed out
Oct 3 13:25:20 server postfix/smtp[6522]: connect to alt1.gmail-smtp-in.l.google.com[74.125.113.26]:25: Operation timed out
Oct 3 13:25:50 server postfix/smtp[6522]: connect to alt2.gmail-smtp-in.l.google.com[209.85.143.27]:25: Operation timed out
Oct 3 13:26:20 server postfix/smtp[6522]: connect to alt3.gmail-smtp-in.l.google.com[209.85.229.27]:25: Operation timed out
Oct 3 13:26:50 server postfix/smtp[6522]: connect to alt4.gmail-smtp-in.l.google.com[74.125.79.26]:25: Operation timed out
Oct 3 13:26:50 server postfix/smtp[6522]: 4F58255B30: to=<[email protected]>, relay=none, delay=1673, delays=1523/0.02/150/0, dsn=4.4.1, status=deferred (connect to alt4.gmail-smtp-in.l.google.com[74.125.79.26]:25: Operation timed out)
Oct 3 13:27:44 server postfix/anvil[6529]: statistics: max connection rate 1/60s for (smtpd:17.148.16.105) at Oct 3 13:24:23
Oct 3 13:27:44 server postfix/anvil[6529]: statistics: max connection count 1 for (smtpd:17.148.16.105) at Oct 3 13:24:23
Oct 3 13:27:44 server postfix/anvil[6529]: statistics: max cache size 1 at Oct 3 13:24:23
Oct 3 13:40:48 server postfix/postfix-script[6847]: refreshing the Postfix mail system
Oct 3 13:40:48 server postfix/master[5730]: reload -- version 2.8.3, configuration /etc/postfix
Oct 3 13:40:56 server postfix/postfix-script[6862]: refreshing the Postfix mail system
Oct 3 13:40:56 server postfix/master[5730]: reload -- version 2.8.3, configuration /etc/postfix
Oct 3 13:41:41 server postfix/postscreen[6897]: CONNECT from [209.85.212.50]:44334
Oct 3 13:41:47 server postfix/postscreen[6897]: PASS NEW [209.85.212.50]:44334
Oct 3 13:41:48 server postfix/smtpd[6898]: connect from mail-vw0-f50.google.com[209.85.212.50]
Oct 3 13:41:48 server postfix/smtpd[6898]: C4E6056082: client=mail-vw0-f50.google.com[209.85.212.50]
Oct 3 13:41:48 server postfix/cleanup[6905]: C4E6056082: message-id=<[email protected]>
Oct 3 13:41:48 server postfix/qmgr[6867]: C4E6056082: from=<[email protected]>, size=1058, nrcpt=1 (queue active)
Oct 3 13:41:49 server postfix/smtpd[6909]: connect from localhost[127.0.0.1]
Oct 3 13:41:49 server postfix/smtpd[6909]: E25D55608F: client=localhost[127.0.0.1]
Oct 3 13:41:49 server postfix/cleanup[6905]: E25D55608F: message-id=<[email protected]>
Oct 3 13:41:49 server postfix/smtpd[6909]: disconnect from localhost[127.0.0.1]
Oct 3 13:41:49 server postfix/qmgr[6867]: E25D55608F: from=<[email protected]>, size=1483, nrcpt=1 (queue active)
Oct 3 13:41:49 server postfix/smtp[6906]: C4E6056082: to=<[email protected]>, relay=127.0.0.1[127.0.0.1]:10024, delay=1.2, delays=0.17/0.01/0/1, dsn=2.0.0, status=sent (250 2.0.0 from MTA([127.0.0.1]:10025): 250 2.0.0 Ok: queued as E25D55608F)
Oct 3 13:41:49 server postfix/qmgr[6867]: C4E6056082: removed
Oct 3 13:41:49 server postfix/pipe[6912]: E25D55608F: to=<[email protected]>, relay=dovecot, delay=0.07, delays=0/0.01/0/0.05, dsn=2.0.0, status=sent (delivered via dovecot service)
Oct 3 13:41:49 server postfix/qmgr[6867]: E25D55608F: removed
Oct 3 13:42:12 server postfix/postscreen[6897]: CONNECT from [99.226.73.47]:46511
Oct 3 13:42:12 server postfix/postscreen[6897]: PASS OLD [99.226.73.47]:46511
Oct 3 13:42:12 server postfix/smtpd[6922]: connect from cpe24ab81b72821-cm0023bee0ddf0.cpe.net.cable.rogers.com[99.226.73.47]
Oct 3 13:42:12 server postfix/smtpd[6922]: 69F7C560A1: client=cpe24ab81b72821-cm0023bee0ddf0.cpe.net.cable.rogers.com[99.226.73.47], sasl_method=CRAM-MD5, [email protected]
Oct 3 13:42:12 server postfix/cleanup[6905]: 69F7C560A1: message-id=<[email protected]>
Oct 3 13:42:12 server postfix/qmgr[6867]: 69F7C560A1: from=<[email protected]>, size=578, nrcpt=1 (queue active)
Oct 3 13:42:12 server postfix/smtpd[6909]: connect from localhost[127.0.0.1]
Oct 3 13:42:12 server postfix/smtpd[6909]: C90D0560A7: client=localhost[127.0.0.1]
Oct 3 13:42:12 server postfix/cleanup[6905]: C90D0560A7: message-id=<[email protected]>
Oct 3 13:42:12 server postfix/smtpd[6909]: disconnect from localhost[127.0.0.1]
Oct 3 13:42:12 server postfix/qmgr[6867]: C90D0560A7: from=<[email protected]>, size=1003, nrcpt=1 (queue active)
Oct 3 13:42:12 server postfix/smtp[6906]: 69F7C560A1: to=<[email protected]>, relay=127.0.0.1[127.0.0.1]:10024, delay=0.41, delays=0.28/0/0/0.13, dsn=2.0.0, status=sent (250 2.0.0 from MTA([127.0.0.1]:10025): 250 2.0.0 Ok: queued as C90D0560A7)
Oct 3 13:42:12 server postfix/qmgr[6867]: 69F7C560A1: removed
Oct 3 13:42:18 server postfix/smtpd[6898]: disconnect from mail-vw0-f50.google.com[209.85.212.50]
Oct 3 13:42:43 server postfix/smtp[6930]: connect to aspmx.l.google.com[74.125.47.27]:25: Operation timed out
Oct 3 13:43:12 server postfix/smtpd[6922]: disconnect from cpe24ab81b72821-cm0023bee0ddf0.cpe.net.cable.rogers.com[99.226.73.47]
Oct 3 13:43:13 server postfix/smtp[6930]: connect to alt1.aspmx.l.google.com[74.125.113.26]:25: Operation timed out
Oct 3 13:43:43 server postfix/smtp[6930]: connect to alt2.aspmx.l.google.com[209.85.143.27]:25: Operation timed out
Oct 3 13:44:13 server postfix/smtp[6930]: connect to aspmx2.googlemail.com[74.125.43.27]:25: Operation timed out
Oct 3 13:44:43 server postfix/smtp[6930]: connect to aspmx3.googlemail.com[74.125.127.27]:25: Operation timed out
Oct 3 13:44:43 server postfix/smtp[6930]: C90D0560A7: to=<[email protected]>, relay=none, delay=150, delays=0.01/0.01/150/0, dsn=4.4.1, status=deferred (connect to aspmx3.googlemail.com[74.125.127.27]:25: Operation timed out)
Oct 3 13:45:56 server postfix/qmgr[6867]: DB12F55B8B: from=<[email protected]>, size=119078, nrcpt=1 (queue active)
Oct 3 13:46:26 server postfix/smtp[6930]: connect to mx1.rog.mail.yahoo.com[98.139.214.154]:25: Operation timed out
Oct 3 13:46:32 server postfix/anvil[6902]: statistics: max connection rate 1/60s for (smtpd:209.85.212.50) at Oct 3 13:41:48
Oct 3 13:46:32 server postfix/anvil[6902]: statistics: max connection count 1 for (smtpd:209.85.212.50) at Oct 3 13:41:48
Oct 3 13:46:32 server postfix/anvil[6902]: statistics: max cache size 2 at Oct 3 13:42:12
Oct 3 13:46:56 server postfix/smtp[6930]: connect to mx1.rog.mail.yahoo.com[98.136.59.15]:25: Operation timed out
Oct 3 13:47:26 server postfix/smtp[6930]: connect to mx2.rog.mail.yahoo.com[98.136.59.15]:25: Operation timed out

I have same problem with Apple Mail at ATT as ISP. I used the program ATTYahoo!EmailSetup from their website. Now I can rarely send any email, from my work email or from my MobileMe email. I seems like that program messed up the entire Apple Mail client so it can no longer send mail. Emails I try to send just sit the in Outbox. Does anyone have a solution?

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SSLEngine On
SSLCipherSuite "SOMEGARBAGEIDONTKNOWIFISHOULDSHAREORWHAT"
SSLProtocol -ALL +SSLv3 +TLSv1
SSLProxyEngine On
SSLCertificateFile "/sslcerts/certs/*.DOMAIN.COM.XXXXXXXXXXXXXXXXXXXXXXXXXXXX.cert.pem"
SSLCertificateKeyFile "/sslcerts/certs/*.DOMAIN.COM.XXXXXXXXXXXXXXXXXXXXXXXXXXX.key.pem"
SSLCertificateChainFile "/path/*.DOMAIN.COM.XXXXXXXXXXXXXXXXXXXXXXXXXXXXXXXXX.chain.pem"
SSLProxyProtocol -ALL +SSLv3 +TLSv1
</IfModule>
<Directory "/Path/To/The/Docs/XXXX/SDFSDD">
Options All +MultiViews -ExecCGI -Indexes
AllowOverride None
<IfModule mod_dav.c>
DAV Off
</IfModule>
</Directory>
Include /httpd_passwordreset_required.conf
</VirtualHost>
```````````````````````````````````````````````````````````````````````````````` `````````````
So.. my questions are:
Where in the .confs do I add what I need from your above items? Would it go each of the site docs that I need? I am really not sure what apple is doing here.
I have 4 domain names resolving to my server right now, and subdomains to each of the domains. So there are a total of about 10 "site" docs, not a big deal to change each, I just wonder if Lion overwrites these docs with each refresh or what? Also, If I try to add a third .com right now it breaks the whole site.
(Out of conversation, but I just remembered this. I just had to "quit" out of the server.app.) When installing the directory server, it hangs on "getting certificates". The spinning wheel (not the rainbow collered one, but the black one by the words "Getting Certificates") just sits there and spins. I finally just hit the red X and relaunch server.
Lastly, you meniton importing the key. I am using the key manager within the server app. I am not sure where and how I would make the cert and key you are referring to for the importing? I have tried to use the key manager in the OS, but I am not sure of the relationship between that key manager app, and the key manager within the server.app. I have tried to create certs in the keymanager in the OS side, but I do not know how to get them to show up for use in the keymanager in the server.app.
BTW: Thanks. Thanks for the help. I really appreciate it.

How to configure lion mail service with lion server settings

I've sucessfully setup outgoing mail but I keep getting "The server returned the error: The server "incoming.domain" cannot be contaced on port 110". What configurations for Lion Server and Mail incoming mail server do I need to receive mail?

Please also see:
How To Configure Workflow Notification Mailer To Send Email Notification For Only One Workflow Item type/Process? (Doc ID 786647.1)
Configuring A Notification Mailer Based On A Specific Item Type. (Doc ID 415723.1)
After Upgrade R12.1.3 All Alerts Are Completing With Signal 11 (Doc ID 1438919.1)
Oracle Alert Response Processing Is Not Working After R12.1.3 Upgrade (Doc ID 1505620.1)
Thanks,
Hussein

Do I need fetchmail with Lion Server

Do I still need to install and configure fetchmail to download mail from my isp to my email server or has this functionality been added to the new lion server?

/usr/bin/fetchmail
It seems to be installed.
However, depending on your ISP, there may be other/better ways to get your mail on your Lion Server...but if you're familiar with Fetchmail, it is indeed there.

Why do I have to have a domain name with Lion Server?

If I have just a small local network of macs and windows clients all under one roof do I have to have a domain name? Everything in the tutorials and looking through old posts seems to indicate that Lion Server works better if I use a domain name for my network. Pro and cons for a network newbie like myself please?
Thanks,
Tony

Directory Services like Apple's Open Directory or Microsoft's Active Directory use a domain name server to support running such a service. Therefore if your going to run Open Directory (in your case) you need to run a DNS server and use a domain name. The domain name does not have to be a real one but using your own real one is often easier because -
You can be confident it is not conflicting with anyone else
It can make later setting up email and web servers easier
You could however use a fake domain like fakedomain.private and then your server would have an entry like server.fakedomain.private
I would advise using Open Directory (and hence a domain) as even if now you could get away without this on a small network, hopefully your organisation will continue to grow and might need this later. Doing it now saves changing it all later when it will be more hard work.

Block outgoing email because of VPN server

We have Cisco VPN on ASA for over 4 years. Recently, barracudacentral.org blocks our outgoing email because of these reasons: •Your email server contains a virus and has been sending out spam. •Your email server may be misconfigured. •Your PC may be infected with a virus or botnet software program. •Someone in your organization may have a PC infected with a virus or botnet program. •You may be utilizing a dynamic IP address which was previously utilized by a known spammer. •Your marketing department may be sending out bulk emails that do not comply with the CAN-SPAM Act. •You may have an insecure wireless network which is allowing unknown users to use your network to send spam. •In some rare cases, your recipient's Barracuda Spam Firewall may be misconfigured. This is the undeliverable message: barracudacentral.org rejected your message to the following e-mail addresses and gave this error: Service unavailable; Client host [VPN IP address-illinois.hfc.comcastbusiness.net] blocked using Barracuda Reputation; http://bbl.barracudacentral.com/q.cgi?ip=VPN IP Address The IP address they blocks is our VPN server. Why?

gmail issue
Your post is the 4th one already this morning.
This is a gmail issue, contact them.

Outgoing Email Delay with Lion Server

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