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Very Strange Email/Connection IssueSBS 2003 R2 Server E2k3 Network #2 SBS 2003 R2 Server E2k3 I have a user on network #1 that is trying to send emails to a user on network #2. The emails fail when a user on Network #1 is trying to send an email to a user on Network #2. After closer examination of the email I notice that the email is in an Exchange queue on network #1 in a "retry" state. From the SBS 2003 R2 server on network #1 I try a "telnet server.domain.com 25" to the server on network #2. The telnet responds with a proper response so the connection is not lost. In addition if the user on Network #1 sends an email to another user in a seperate domain or even a gmail or aol account the email works perfectly as well as the "reply" so the incoming works as well. There is something specific between the SBS servers on Network #1 and Network #2. But with a successful Telnet and ping of the servers all looks good. What is going on? How do I diagnose? Thanks! -Richard K Are you getting a NDR when sending to that domain?
Try taking the telnet test a step further and running through the entire SMTP conversation and see how far you get, any errors generated, etc. Show quoteHide quote "Richard K" <rkoko***@foxdtechllc.com> wrote in message news:#JTNYru2JHA.1864@TK2MSFTNGP02.phx.gbl... > Network #1 > SBS 2003 R2 Server > E2k3 > > Network #2 > SBS 2003 R2 Server > E2k3 > > I have a user on network #1 that is trying to send emails to a user on > network #2. The emails fail when a user on Network #1 is trying to send > an > email to a user on Network #2. After closer examination of the email I > notice that the email is in an Exchange queue on network #1 in a "retry" > state. From the SBS 2003 R2 server on network #1 I try a "telnet > server.domain.com 25" to the server on network #2. The telnet responds > with > a proper response so the connection is not lost. In addition if the user > on > Network #1 sends an email to another user in a seperate domain or even a > gmail or aol account the email works perfectly as well as the "reply" so > the > incoming works as well. > > There is something specific between the SBS servers on Network #1 and > Network #2. But with a successful Telnet and ping of the servers all > looks > good. What is going on? How do I diagnose? > > Thanks! > > -Richard K No NDR's because they are all sitting in the queue still. Can you provide
me to a link on how to perform "the SMTP conversation" Show quoteHide quote "Michael Dragone" <newsgr***@mikerochip.com> wrote in message news:66F0F1A7-C12F-4443-9053-ABB224274CC5@microsoft.com... > Are you getting a NDR when sending to that domain? > > Try taking the telnet test a step further and running through the entire > SMTP conversation and see how far you get, any errors generated, etc. > > "Richard K" <rkoko***@foxdtechllc.com> wrote in message > news:#JTNYru2JHA.1864@TK2MSFTNGP02.phx.gbl... >> Network #1 >> SBS 2003 R2 Server >> E2k3 >> >> Network #2 >> SBS 2003 R2 Server >> E2k3 >> >> I have a user on network #1 that is trying to send emails to a user on >> network #2. The emails fail when a user on Network #1 is trying to send >> an >> email to a user on Network #2. After closer examination of the email I >> notice that the email is in an Exchange queue on network #1 in a "retry" >> state. From the SBS 2003 R2 server on network #1 I try a "telnet >> server.domain.com 25" to the server on network #2. The telnet responds >> with >> a proper response so the connection is not lost. In addition if the user >> on >> Network #1 sends an email to another user in a seperate domain or even a >> gmail or aol account the email works perfectly as well as the "reply" so >> the >> incoming works as well. >> >> There is something specific between the SBS servers on Network #1 and >> Network #2. But with a successful Telnet and ping of the servers all >> looks >> good. What is going on? How do I diagnose? >> >> Thanks! >> >> -Richard K > Sure. http://support.microsoft.com/kb/153119
Show quoteHide quote "Richard K" <rkoko***@foxdtechllc.com> wrote in message news:#HlwS#u2JHA.4744@TK2MSFTNGP04.phx.gbl... > No NDR's because they are all sitting in the queue still. Can you provide > me to a link on how to perform "the SMTP conversation" > > "Michael Dragone" <newsgr***@mikerochip.com> wrote in message > news:66F0F1A7-C12F-4443-9053-ABB224274CC5@microsoft.com... >> Are you getting a NDR when sending to that domain? >> >> Try taking the telnet test a step further and running through the entire >> SMTP conversation and see how far you get, any errors generated, etc. >> >> "Richard K" <rkoko***@foxdtechllc.com> wrote in message >> news:#JTNYru2JHA.1864@TK2MSFTNGP02.phx.gbl... >>> Network #1 >>> SBS 2003 R2 Server >>> E2k3 >>> >>> Network #2 >>> SBS 2003 R2 Server >>> E2k3 >>> >>> I have a user on network #1 that is trying to send emails to a user on >>> network #2. The emails fail when a user on Network #1 is trying to send >>> an >>> email to a user on Network #2. After closer examination of the email I >>> notice that the email is in an Exchange queue on network #1 in a "retry" >>> state. From the SBS 2003 R2 server on network #1 I try a "telnet >>> server.domain.com 25" to the server on network #2. The telnet responds >>> with >>> a proper response so the connection is not lost. In addition if the >>> user on >>> Network #1 sends an email to another user in a seperate domain or even a >>> gmail or aol account the email works perfectly as well as the "reply" so >>> the >>> incoming works as well. >>> >>> There is something specific between the SBS servers on Network #1 and >>> Network #2. But with a successful Telnet and ping of the servers all >>> looks >>> good. What is going on? How do I diagnose? >>> >>> Thanks! >>> >>> -Richard K Thanks, after going down that path I figured out it was the Trend Micro at
the destination site that was refusing the connection because the host trying to connect was using an IP that was on a Spamhaus blacklist and Trend failed it via it's Reputation Services. I've got a work-around now but I am have to go back to the IP provider about the spam listed IP. -Richard K Show quoteHide quote "Michael Dragone" <newsgr***@mikerochip.com> wrote in message news:6263A496-BAFA-4208-B209-E59127F0CF13@microsoft.com... > Sure. http://support.microsoft.com/kb/153119 > > "Richard K" <rkoko***@foxdtechllc.com> wrote in message > news:#HlwS#u2JHA.4744@TK2MSFTNGP04.phx.gbl... >> No NDR's because they are all sitting in the queue still. Can you >> provide me to a link on how to perform "the SMTP conversation" >> >> "Michael Dragone" <newsgr***@mikerochip.com> wrote in message >> news:66F0F1A7-C12F-4443-9053-ABB224274CC5@microsoft.com... >>> Are you getting a NDR when sending to that domain? >>> >>> Try taking the telnet test a step further and running through the entire >>> SMTP conversation and see how far you get, any errors generated, etc. >>> >>> "Richard K" <rkoko***@foxdtechllc.com> wrote in message >>> news:#JTNYru2JHA.1864@TK2MSFTNGP02.phx.gbl... >>>> Network #1 >>>> SBS 2003 R2 Server >>>> E2k3 >>>> >>>> Network #2 >>>> SBS 2003 R2 Server >>>> E2k3 >>>> >>>> I have a user on network #1 that is trying to send emails to a user on >>>> network #2. The emails fail when a user on Network #1 is trying to >>>> send an >>>> email to a user on Network #2. After closer examination of the email I >>>> notice that the email is in an Exchange queue on network #1 in a >>>> "retry" >>>> state. From the SBS 2003 R2 server on network #1 I try a "telnet >>>> server.domain.com 25" to the server on network #2. The telnet responds >>>> with >>>> a proper response so the connection is not lost. In addition if the >>>> user on >>>> Network #1 sends an email to another user in a seperate domain or even >>>> a >>>> gmail or aol account the email works perfectly as well as the "reply" >>>> so the >>>> incoming works as well. >>>> >>>> There is something specific between the SBS servers on Network #1 and >>>> Network #2. But with a successful Telnet and ping of the servers all >>>> looks >>>> good. What is going on? How do I diagnose? >>>> >>>> Thanks! >>>> >>>> -Richard K > Great, glad you got it resolved.
Show quoteHide quote "Richard K" <rkoko***@foxdtechllc.com> wrote in message news:eUYkuSa3JHA.5276@TK2MSFTNGP04.phx.gbl... > Thanks, after going down that path I figured out it was the Trend Micro at > the destination site that was refusing the connection because the host > trying to connect was using an IP that was on a Spamhaus blacklist and > Trend failed it via it's Reputation Services. I've got a work-around now > but I am have to go back to the IP provider about the spam listed IP. > > -Richard K Hi Richard,
Try and send an email with telnet; the response should give you further clues. http://technet.microsoft.com/en-us/library/bb123686.aspx -- Show quoteHide quote----------------------------------------------- Les Connor [SBS MVP] "Richard K" <rkoko***@foxdtechllc.com> wrote in message news:#JTNYru2JHA.1864@TK2MSFTNGP02.phx.gbl... > Network #1 > SBS 2003 R2 Server > E2k3 > > Network #2 > SBS 2003 R2 Server > E2k3 > > I have a user on network #1 that is trying to send emails to a user on > network #2. The emails fail when a user on Network #1 is trying to send > an > email to a user on Network #2. After closer examination of the email I > notice that the email is in an Exchange queue on network #1 in a "retry" > state. From the SBS 2003 R2 server on network #1 I try a "telnet > server.domain.com 25" to the server on network #2. The telnet responds > with > a proper response so the connection is not lost. In addition if the user > on > Network #1 sends an email to another user in a seperate domain or even a > gmail or aol account the email works perfectly as well as the "reply" so > the > incoming works as well. > > There is something specific between the SBS servers on Network #1 and > Network #2. But with a successful Telnet and ping of the servers all > looks > good. What is going on? How do I diagnose? > > Thanks! > > -Richard K > > > Exchange has a ton of logging and diagnostic tools.
You could enable message tracking on the sender and see what is up: http://www.google.ca/search?hl=en&rlz=1T4GGLJ_enCA307&q=exchange+2003+message+tracking You could turn on SMTP logging and look at the logs (just remeber to turn it off when you are done): http://www.google.ca/search?sourceid=navclient&ie=UTF-8&rlz=1T4GGLJ_enCA307&q=exchange+2003+smtp+logging -- Show quoteHide quoteAllan Williams Richard K wrote: > Network #1 > SBS 2003 R2 Server > E2k3 > > Network #2 > SBS 2003 R2 Server > E2k3 > > I have a user on network #1 that is trying to send emails to a user on > network #2. The emails fail when a user on Network #1 is trying to > send an email to a user on Network #2. After closer examination of > the email I notice that the email is in an Exchange queue on network > #1 in a "retry" state. From the SBS 2003 R2 server on network #1 I > try a "telnet server.domain.com 25" to the server on network #2. The > telnet responds with a proper response so the connection is not lost. > In addition if the user on Network #1 sends an email to another user > in a seperate domain or even a gmail or aol account the email works > perfectly as well as the "reply" so the incoming works as well. > > There is something specific between the SBS servers on Network #1 and > Network #2. But with a successful Telnet and ping of the servers all > looks good. What is going on? How do I diagnose? > > Thanks! > > -Richard K We have had issues in the past sending from a Cbeyond account using
Exchange to another Cbeyond account that also has Exchange. Not to every Cbeyond/Exchange, just some. We are to assume that these networks are truly seperate and have their own dedicated swtiches and their own internet connections? On Fri, 22 May 2009 10:37:32 -0400, "Richard K" <rkoko***@foxdtechllc.com> wrote: Show quoteHide quote >Network #1 See what SBS support is working on>SBS 2003 R2 Server >E2k3 > >Network #2 >SBS 2003 R2 Server >E2k3 > >I have a user on network #1 that is trying to send emails to a user on >network #2. The emails fail when a user on Network #1 is trying to send an >email to a user on Network #2. After closer examination of the email I >notice that the email is in an Exchange queue on network #1 in a "retry" >state. From the SBS 2003 R2 server on network #1 I try a "telnet >server.domain.com 25" to the server on network #2. The telnet responds with >a proper response so the connection is not lost. In addition if the user on >Network #1 sends an email to another user in a seperate domain or even a >gmail or aol account the email works perfectly as well as the "reply" so the >incoming works as well. > >There is something specific between the SBS servers on Network #1 and >Network #2. But with a successful Telnet and ping of the servers all looks >good. What is going on? How do I diagnose? > >Thanks! > >-Richard K > > http://blogs.technet.com/sbs/default.aspx Check your SBS with the SBS Best Practices Analyzer http://blogs.technet.com/sbs/archive/tags/BPA/default.aspx 
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