Here's how I would troubleshoot that problem.
At the command line, do
#omshowu -n "CEO Account" and see what his Internet Address is.
Assuming it's
CEO.Account@mydomain.net...
At the command line, I'd
sendmail -v
ceo.account@mydomain.net
testing
.
Then I'd look in the "CEO Account" account to see if he got the message.
Then I'd look in the mail log (/var/log/maillog on RH5) and see if you see the message going out to assistant@blackberry. You should see something kind of like this:
Mar 7 13:59:24 sxlab sendmail[2088]: m27IxOiA002088:
from=<CEO.Account@sxlab.mydomain.net>, size=865, class=0, nrcpts=1, msgid=<200803071859.m27IxHHU002069@sxlab.mydomain.net>, proto=ESMTP, daemon=MTA, relay=localhost.localdomain [127.0.0.1]
Mar 7 13:59:24 sxlab sendmail[2087]: m27IxNQA002087:
to=<assistant@blackberry.com>, ctladdr=<CEO.Account@sxlab.mydomain.net> (500/500), delay=00:00:00, xdelay=00:00:00, mailer=relay, pri=30719,
relay=[127.0.0.1] [127.0.0.1], dsn=2.0.0, stat=Sent (m27IxOiA002088 Message accepted for delivery)
Mar 7 13:59:36 sxlab sendmail[2096]: m27IxOiA002088:
to=<assistant@blackberry.com>, ctladdr=<CEO.Account@sxlab.mydomain.net> (500/500), delay=00:00:12, xdelay=00:00:11, mailer=esmtp, pri=120865,
relay=blackberry.com. [123.123.123.123], dsn=2.0.0, stat=Sent (1jxHP76o53Nl3pK0 Message accepted for delivery)