Thanks - I solved it a bit differently. I put in a smart host entry in for my Exchange server under the SMTP settings. Make sure you put it in brackets around the IP address. Then I set the authentication methods. lastly I told exchange to accept relays from the IIS SMTP server. I did it this way so the requests never have to leave the internal network. Also I checked the box that says something to the effect of attempt direct delivery before relaying attempt is made. So it appears we got our intended results through different paths. Thanks for the information John. -Joe -----Original Message----- From: John Burridge [mailto:JBurridge@xxxxxxxxx] Sent: Tuesday, November 13, 2001 10:18 AM To: [ISAserver.org Discussion List] Subject: [isalist] Re: ISA and SMTP http://www.ISAserver.org Lets recap my situation. Basically I had an internal SMTP server, using DNS to deliver mail. I was having difficulty when this server was trying to deliver mail addressed to my internal exchange 5.5 server. This was arising as the only forward lookup zone on my internal DNS was the active driectory domain name. i.e any DNS request that it could not fulfil was passed to the DNS server defined on the external NIC of my ISA. This meant that when I looked up my email domain, it returned the IP address of my external NIC. TO avoid this problem I had to create a Forward lookup zone in DNS for my email address, and create an MX record pointing to the internal address of my exchange server. J. -----Original Message----- From: Joe DeNave [mailto:joe@xxxxxxxxxxxxxxx] Sent: 13 November 2001 14:46 To: [ISAserver.org Discussion List] Subject: [isalist] Re: ISA and SMTP http://www.ISAserver.org So what did your final configuration look like? -----Original Message----- From: John Burridge [mailto:JBurridge@xxxxxxxxx <mailto:JBurridge@xxxxxxxxx> ] Sent: Tuesday, November 13, 2001 8:39 AM To: [ISAserver.org Discussion List] Subject: [isalist] Re: ISA and SMTP http://www.ISAserver.org <http://www.ISAserver.org> And it actually worked - I had a smart host that I didnt need. -----Original Message----- From: John Burridge [mailto:JBurridge@xxxxxxxxx <mailto:JBurridge@xxxxxxxxx> ] Sent: 13 November 2001 13:29 To: [ISAserver.org Discussion List] Subject: [isalist] Re: ISA and SMTP http://www.ISAserver.org <http://www.ISAserver.org> I am using Exchange 5.5. If I already have a Internet connector, can I make another SMTP connection? On the assumption I cant, I have created a zone for my e-mail address, and in that have placed an MX record pointing to my exchange server. When I go to the other server with the SMTP service on it, and do an nslookup (set type=mx), I get the correct internal address, yet still the mail does not leave the queue. Am I missing anything? Cheers, J. -----Original Message----- From: Jim Harrison [mailto:jim@xxxxxxxxxxxx <mailto:jim@xxxxxxxxxxxx> ] Sent: 12 November 2001 14:37 To: [ISAserver.org Discussion List] Subject: [isalist] Re: ISA and SMTP http://www.ISAserver.org <http://www.ISAserver.org> The point is, you should use your IP management (DHCP, DNS, etc.) to help that. Make an SMTP connector between them. It's all in the Exchange docs... ISA isn't going to allow that kind of traffic (14120-error), because it makes no sense to send packets to the external interface if they never should have left the internal network to begin with. Jim Harrison MCP(NT4, W2K), A+, Network+, PCG ----- Original Message ----- From: "John Burridge" <JBurridge@xxxxxxxxx> To: "[ISAserver.org Discussion List]" <isalist@xxxxxxxxxxxxx> Sent: Monday, November 12, 2001 06:28 Subject: [isalist] Re: ISA and SMTP http://www.ISAserver.org <http://www.ISAserver.org> Well - I want this server to be able to send internal and external, but I dont want to make a relay on my exchange server. Thoughts J. -----Original Message----- From: Jim Harrison [mailto:jim@xxxxxxxxxxxx <mailto:jim@xxxxxxxxxxxx> ] Sent: 12 November 2001 14:27 To: [ISAserver.org Discussion List] Subject: [isalist] Re: ISA and SMTP http://www.ISAserver.org <http://www.ISAserver.org> Yes, there is a workaround: stop doing that. If the server is internal, let it make an internal request. Jim Harrison MCP(NT4, W2K), A+, Network+, PCG ----- Original Message ----- From: "John Burridge" <JBurridge@xxxxxxxxx> To: "[ISAserver.org Discussion List]" <isalist@xxxxxxxxxxxxx> Sent: Monday, November 12, 2001 04:22 Subject: [isalist] ISA and SMTP http://www.ISAserver.org <http://www.ISAserver.org> Hi, I am publishing my exchange server through ISA. This has worked fine for SMTP mail. The problem I am having, is that I have another internal SMTP server. This server delivers mail properly to all external adresses but not the ones on my exchange server. When I telnet to any external SMTP server from this server it works fine, but when I telnet to my exchange server using the IP of the external NIC on my ISA server it does not work. Does anyone have a work around? Cheers, J. ------------------------------------------------------ You are currently subscribed to this ISAserver.org Discussion List as: jim@xxxxxxxxxxxx To unsubscribe send a blank email to $subst('Email.Unsub') ------------------------------------------------------ You are currently subscribed to this ISAserver.org Discussion List as: jburridge@xxxxxxxxx To unsubscribe send a blank email to $subst('Email.Unsub') ------------------------------------------------------ You are currently subscribed to this ISAserver.org Discussion List as: jim@xxxxxxxxxxxx To unsubscribe send a blank email to $subst('Email.Unsub') ------------------------------------------------------ You are currently subscribed to this ISAserver.org Discussion List as: jburridge@xxxxxxxxx To unsubscribe send a blank email to $subst('Email.Unsub') ------------------------------------------------------ You are currently subscribed to this ISAserver.org Discussion List as: jburridge@xxxxxxxxx To unsubscribe send a blank email to $subst('Email.Unsub') ------------------------------------------------------ You are currently subscribed to this ISAserver.org Discussion List as: joe@xxxxxxxxxxxxxxx To unsubscribe send a blank email to $subst('Email.Unsub') ------------------------------------------------------ You are currently subscribed to this ISAserver.org Discussion List as: jburridge@xxxxxxxxx To unsubscribe send a blank email to $subst('Email.Unsub') ------------------------------------------------------ You are currently subscribed to this ISAserver.org Discussion List as: joe@xxxxxxxxxxxxxxx To unsubscribe send a blank email to $subst('Email.Unsub')