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Troubleshooting incoming mail problem with SBS 2011 standard exchange

No mail is coming into our sbs 2011 standard exchange server.

When I use mxtoolbox, to try to connect with SMTP, I get Failed to connect  on the smtp connect test


I can log into the server with logmein, so it's up and there's internet access.

When I logged in tonight, it looks like it rebooted to install SBS 2011 SP1?

I rebooted the machine again, rebooted the watchguard firewall.  The exchange services seem to be working.  

Can someone give me some tips - how can I tell if I am getting through the firewall (port 25) / are the packets getting to the server or is the problem that exchange isn't accepting the mail?

How can I tell if port 25 didn't get closed down by the cable internet provider? (can I at least get to the firewall's wan port on port 25?

thanks!
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BeGentleWithMe-INeedHelp
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BeGentleWithMe-INeedHelp
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4 Solutions
 
Dave BaldwinFixer of ProblemsCommented:
Which cable provider?  If it's Comcast, you would have to have a business account for port 25 to work, it is blocked on residential accounts.

It appears that it is blocked by default on Business accounts as well and you have to call them to get it opened.  http://businesshelp.comcast.com/help-and-support/internet/ports-blocked-by-business-class-internet/
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BeGentleWithMe-INeedHelpAuthor Commented:
ok, a reboot of the server seems to have solved this.

but for the future, how would you start to troubleshoot this (mail is spooled at an outside spam filtering service and I could see the mail delivery status as:  

Temporary failure Sorry, I wasn't able to establish an SMTP connection. (#4.4.1) Failed IP(s): tried x.y.z.a

and x.y.z.a is the correct IP for the mail server.

).

The firewall does NOT have a rule to only accept mail from the spam filtering service, which is normally a good idea, but I am thinking for troubleshooting, the mxtoolbox would fail because the firewall would only allow mail from the spam filtering service.

and if you are using an RMM tool, what are you doing to check that incoming mail is working OK? That from outside, you can get to the exchange server on port 25 and it accepts mail? Or is that beyond RMM tool capabilities and you need the mxtoolbox type of service?

How can you tell if the internet provider accidentally started blocking port 25?

thanks!
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Dave BaldwinFixer of ProblemsCommented:
They won't "accidentally' block port 25.  Most already do it on purpose to block spammers that use the SMTP server built-in to several Microsoft and Linux operating systems.

To check whether a port is open from the internet, I use GRC's ShieldsUp service.  https://www.grc.com/ShieldsUP
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BeGentleWithMe-INeedHelpAuthor Commented:
thanks. s o that will let me know if I can get to the firewall.  Then how would you test to see that the firewall isn't misbehaving, that I can get the packets to the server on port 25? (the server is up, but exchange may not be working right?)

and then how would you troubleshoot exchange not accepting incoming mail?
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Dave BaldwinFixer of ProblemsCommented:
Telnet is often used to see if you can connect to a server on a particular port.  I don't use Exchange so I can't answer that part.
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Simon Butler (Sembee)ConsultantCommented:
SBS 2011 SP1 is very old. Is this a new deployment of SBS 2011?
Has Exchange 2010 SP3 been installed? If not then I would install that.

With Exchange, your primary testing tool will be to telnet to port 25

telnet host.example.com 25

and see if you get a response.

The next thing to watch is free disk space, because once it drops below a certain level Exchange stops processing email.

Simon.
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BeGentleWithMe-INeedHelpAuthor Commented:
Sembee - I have to check the install... you mention sp1.  did I mention that? or you just mentioning that fact?

to make sure all the parts of sbs are up to date, does running windows up date take care of that?  (the OS, exchange, sharepoint, etc.)
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Simon Butler (Sembee)ConsultantCommented:
Windows Update does not take care of everything.
You need to switch to Microsoft Update, but Exchange 2010 Service Packs have to be installed manually. They don't come down in any updating system. SP3 is what I would install.

My error when I said SBS 2011 SP1, I meant Exchange 2010 SP1.

Simon.
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BeGentleWithMe-INeedHelpAuthor Commented:
thanks!
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