start here
http://www.wireshark.org/docs/

create a filter to watch only the SMTP traffic
send some emails, until 1 fails.
Then compare the traffic for the failed email to the working emails and see
what the difference was.
Did gmail respond in the same way, or did it in fact send a rejection
message or something.
This should them tell you whether the failure is at the gmail end or your
end.

On Mon, Sep 5, 2011 at 4:24 AM, Andrew Scott <[email protected]>wrote:

>
> Ok had to install wireshark, as it started happening again.
>
> So what specifically do I need to do to see what I need to see.
>
>
> On Wed, Aug 31, 2011 at 9:46 PM, Russ Michaels <[email protected]>
> wrote:
>
> >
> > Wireshark certainly is daunting, but if you start reading the guide it
> will
> > start to make sense.
> > All you really need to do is set it monitoring, send the email from CF
> that
> > gets stuck, and look at the traffic that resulted, it will show you the
> > conversation between the 2 servers and if Google did reject the
> connection,
> > it should show you that.
> >
> > --
> Regards,
> Andrew Scott
> WebSite: http://www.andyscott.id.au/
> Google+: http://plus.google.com/108193156965451149543
>
>
> 

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