Ok, I’ve had an email server up for about a year, and occasionally we have emails we send detected as spam. I did have the reverse dns pointer records setup from our ISP, but I am questioning if I am using the correct settings. I am suspicious that these servers which are flagging our email as spam could possibly be set to perform reverse dns lookups, and seeing that the domain tied to our IP doesn’t match.

We have a domain, lets just call it mydomain.com
We have a static public IP address, and behind that address are several servers to handle our website, VPN, email, etc…
The A record for that domain points to our public IP address.

We have to MX records, the lowest number (highest priority) points to a hosted email filtering service which does offisite filtering and then delivers to our mail server. the 2nd MX record points to mail.mydomain.com.
There is also an A record for mail.mydomain.com which points to our public IP address.

the email addresses are in the format user@mydomain.com

I have the reverse DNS pointer setup to point to mail.mydomain.com
Should this have been setup to point to mydomain.com instead?
We are not open relay.
That was one of the first things I did when I setup exchange.

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This situation began happening right after I upgraded my Symantec Exchange Server Anti Virus and Spam.
I have a 2 workstations out of a network of 80 running (Windows XP) that can see the network however when you try to access the internet I get page can not be displayed. Tried to use wireless to a public network and it still is not able to access the internet.
2 Days later my mail server running Exchange has encountered the same issues. We are able to send emails internally however no one can send outgoing emails or receive them.

The Nic is fine and I ran diagnostics on the server all came back fine.

Neither machine can ping the Gateway 192.168.1.254 however I am able to ping the DNS & both domain servers 192.1.68.1.4 and 192.168.1.6.

When attempting to ping google it times out!

Windows IP Configuration

Host Name . . . . . . . . . . . . : hir-srv-mail01
Primary Dns Suffix . . . . . . . : holidayisle.com
Node Type . . . . . . . . . . . . : Unknown
IP Routing Enabled. . . . . . . . : Yes
WINS Proxy Enabled. . . . . . . . : Yes
DNS Suffix Search List. . . . . . : holidayisle.com

Ethernet adapter Local Area Connection:

Connection-specific DNS Suffix . :
Description . . . . . . . . . . . : Broadcom NetXtreme Gigabit Ethernet
Physical Address. . . . . . . . . : 00-13-72-3D-C1-78
DHCP Enabled. . . . . . . . . . . : No
IP Address. . . . . . . . . . . . : 192.168.1.5
Subnet Mask . . . . . . . . . . . : 255.255.255.0
Default Gateway . . . . . . . . . : 192.168.1.254
DNS Servers . . . . . . . . . . . : 192.168.1.4
192.168.1.6
205.152.144.23
Primary WINS Server . . . . . . . : 192.168.1.6

The workstation running on Auto configuration can access the internet if not on the domain.I have tested this by connecting the workstation directly to a DSL line.
I have checked DNS on the Domain Controllers and it is listed in both the Forward and Reverse areas. I removed the computer from Active Directory and re-added it. Still no internet.
Not sure what else to do. Can anyone give me some suggestions on what is causing this?
Domain Controllers are Server 2000 and All other servers on Network are Server 2003. Currently the firewall is disabled.

Need advise quickly as Email is down across the network.

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