The point is that he seemed to use an SSL port and he apparently found
using SSL did not work. So was something else providing the SSL (or other
encryption) or was the provider all fooed up?

{o.o}


On 2013/03/15 20:05, Paul Robert Marino wrote:
> Well that depends.
> If its clear text and you have the right flags set it will show you all of the
> raw data.
> Wireshark can in many cases decode it further.
> However if it ssl/tls encrypted there is a tool much to most infosec peoples
> dismay (and joy when its useful ) called ssldump that can take a tcpdump that
> captures the full conversation and decode it.
> But that answered is no not out of the box.
>
>
>
> -- Sent from my HP Pre3
>
> --------------------------------------------------------------------------------
> On Mar 15, 2013 10:27 PM, jdow <[log in to unmask]> wrote:
>
> On 2013/03/15 19:14, Todd And Margo Chester wrote:
>  >> On 03/15/2013 02:17 PM, Todd And Margo Chester wrote:
>  >>> Hi All,
>  >>>
>  >>> The connection just times out. Does anyone know what I am
>  >>> doing wrong here? This is Linux and the nail program.
>  >>> (The account does work from Thunderbird.)
>  >>>
>  >>> #!/bin/bash
>  >>> echo "nail test" | \
>  >>> nail -v \
>  >>> -S smtp-use-starttls \
>  >>> -S [log in to unmask] \
>  >>> -S smtp-auth=login \
>  >>> -S ssl-verify=ignore \
>  >>> -S [log in to unmask] \
>  >>> -S smtp-auth-password=zzzzzz \
>  >>> -S smtp=smtp.zoho.com:465 \
>  >>> -s `dnsdomainname`" zoho smtp test subject" [log in to unmask]
>  >>>
>  >>>
>  >>> Many thanks,
>  >>> -T
>  >>
>  >>
>  >> Okay, I've have gotten a little further along. I am able to test
>  >> with gmail but not yet with zoho:
>  >>
>  >> #!/bin/bash
>  >> echo "nail test" | nail -v -s `dnsdomainname`" zoho smtp test subject" \
>  >> -S smtp-use-starttls \
>  >> -S smtp-auth=plain \
>  >> -S ssl-verify=ignore \
>  >> -S smtp=smtps://smtp.zoho.com:465 \
>  >> -S [log in to unmask] \
>  >> -S smtp-auth-user=xxxx \
>  >> -S smtp-auth-password="hahahahaha" \
>  >> -S nss-config-dir=/home/linuxutil/mailcerts/ \
>  >> [log in to unmask]
>  >>
>  >>
>  >> Gives me:
>  >>
>  >> 250 AUTH LOGIN PLAIN
>  >>>>> STARTTLS
>  >> 220 Ready to start TLS
>  >> SSL/TLS handshake failed: Unknown error -5938.
>  >>
>  >> Anyone know what causes this?
>  >>
>  >> Many thanks,
>  >> -T
>  >
>  >
>  > Okay. I figured it out. I commented out "-S smtp-use-starttls".
>  > Go figure.
>  >
>  > [editorial comment] AAAAAAAAAAAAAAHHHHHH!!!!!![/editorial comment]
>  >
>  > -T
>
> Out of curiosity does tcpdump show the plain text login and message
> transfer or is it encrypted?
>
> {O.O}