How can we log the SMTP conversation with SmtpClient?

Question

E.g., for troubleshooting I need to see what SMTP messages go back and forth:

OUT : EHLO machinename
IN  : 250-ReallyCoolEmailServer Hello [10.24.41.72]
IN  : 250-SIZE
IN  : 250-PIPELINING
IN  : (...and so on...)
OUT : MAIL FROM: <[email protected]>
IN  : 250 <[email protected]>... Sender ok

...and so on.

I'm not finding any logging options in the documentation. The only questions here I can find about SmtpClient either don't talk about seeing the actual conversattion, or talk about using third party tools like WireShark.

It seems like a pretty big omission, so I'm guessing I'm just missing something fundamental. :-)

Answer 1

For myself, I actually prefer "unbiased" external tools like Wireshark for seeing what's actually going over the line. SmtpClient does have tracing -- it sends output to the System.Net trace -- but this does not include the data actually going over the wire. You can obtain that, of course, using the System.Net.Sockets trace, by configuring your application like so:

<system.diagnostics>
  <sources>
    <source name="System.Net">
      <listeners>
        <add name="TraceFile"/>
      </listeners>
    </source>      
    <source name="System.Net.Sockets">
      <listeners>
        <add name="TraceFile"/>
      </listeners>
    </source>      
  </sources>
  <sharedListeners>
    <add
      name="TraceFile"
      type="System.Diagnostics.TextWriterTraceListener"
      initializeData="trace.log"
    />
  </sharedListeners>
  <switches>
    <add name="System.Net" value="Verbose"/>
    <add name="System.Net.Sockets" value="Verbose"/>
  </switches>
  <trace autoflush="true" />
</system.diagnostics>

But unfortunately, the output this yields is a raw socket dump that's much less convenient than a Wireshark trace.

An example of what the socket dump looks like:

System.Net Verbose: 0 : [0992] SmtpClient::.ctor(host=127.0.0.1)
System.Net Information: 0 : [0992] Associating SmtpClient#47606018 with SmtpTransport#5689696
System.Net Verbose: 0 : [0992] Exiting SmtpClient::.ctor()  -> SmtpClient#47606018
System.Net Verbose: 0 : [0992] SmtpClient#47606018::Send(MailMessage#5138334)
System.Net Information: 0 : [0992] SmtpClient#47606018::Send(DeliveryMethod=Network)
System.Net Information: 0 : [0992] Associating SmtpClient#47606018 with MailMessage#5138334
System.Net Information: 0 : [0992] Associating SmtpTransport#5689696 with SmtpConnection#31950948
System.Net Information: 0 : [0992] Associating SmtpConnection#31950948 with ServicePoint#34920472
System.Net.Sockets Verbose: 0 : [0992] Socket#22453229::Socket(InterNetwork#2)
System.Net.Sockets Verbose: 0 : [0992] Exiting Socket#22453229::Socket() 
System.Net.Sockets Verbose: 0 : [0992] Socket#22453229::Connect(1:25#16777318)
System.Net.Sockets Verbose: 0 : [0992] Exiting Socket#22453229::Connect() 
System.Net Information: 0 : [0992] Associating SmtpConnection#31950948 with SmtpPooledStream#48167163
System.Net.Sockets Verbose: 0 : [0992] Socket#22453229::Receive()
System.Net.Sockets Verbose: 0 : [0992] Data from Socket#22453229::Receive
System.Net.Sockets Verbose: 0 : [0992] 00000000 : 32 32 30 20 77 32 6B 20-4D 69 63 72 6F 73 6F 66 : 220 w2k Microsof
System.Net.Sockets Verbose: 0 : [0992] 00000010 : 74 20 45 53 4D 54 50 20-4D 41 49 4C 20 53 65 72 : t ESMTP MAIL Ser
System.Net.Sockets Verbose: 0 : [0992] 00000020 : 76 69 63 65 2C 20 56 65-72 73 69 6F 6E 3A 20 35 : vice, Version: 5
System.Net.Sockets Verbose: 0 : [0992] 00000030 : 2E 30 2E 32 31 39 35 2E-36 37 31 33 20 72 65 61 : .0.2195.6713 rea
System.Net.Sockets Verbose: 0 : [0992] 00000040 : 64 79 20 61 74 20 20 53-61 74 2C 20 33 31 20 44 : dy at  Sat, 31 D
System.Net.Sockets Verbose: 0 : [0992] 00000050 : 65 63 20 32 30 30 35 20-32 32 3A 31 33 3A 31 34 : ec 2005 22:13:14
System.Net.Sockets Verbose: 0 : [0992] 00000060 : 20 2D 30 36 30 30 20 0D-0A                      :  -0600 ..
System.Net.Sockets Verbose: 0 : [0992] Exiting Socket#22453229::Receive()   -> 105#105
System.Net.Sockets Verbose: 0 : [0992] Socket#22453229::Send()
System.Net.Sockets Verbose: 0 : [0992] Data from Socket#22453229::Send
System.Net.Sockets Verbose: 0 : [0992] 00000000 : 45 48 4C 4F 20 77 32 6B-0D 0A                   : EHLO w2k..
System.Net.Sockets Verbose: 0 : [0992] Exiting Socket#22453229::Send()  -> 10#10

source: http://www.systemnetmail.com/faq/4.10.aspx

So in the end, no, you're not missing anything -- SmtpClient does not have tracing on the protocol level, and this is indeed a pretty big omission.