Problems with Sendmail 8.12.6-5

[LuckyTaxi]

Certain users keep getting this error message when sending their emails. It doesn't apply to all emails so I'm sort of lost at the moment.

Deferred: 403 4.7.0 TLS handshake failed.

 

[notfred]

Seems like a problem w/ SSL encryption. Maybe some of your users don't have permissions to access whatever keys sendmail is using.

 

[LuckyTaxi]

Originally posted by: notfred
Seems like a problem w/ SSL encryption. Maybe some of your users don't have permissions to access whatever keys sendmail is using.

Here's the problem ... anyway to remedy this? I found an email sitting in a queue so I tried to 'Flush' it via webmin. It seems she's (head master of school) the only one having this problem. She is using Outlook 2000.

Running /var/spool/mqueue/h0TCpc4n012811 (sequence 2 of 2)
<khughes@rscj.org>... Connecting to mail.rscj.org. via esmtp...
220 cedc.org ESMTP CommuniGate Pro 4.0.1
>>> EHLO mail.cdssh.org
250-cedc.org is pleased to meet you
250-HELP
250-PIPELINING
250-ETRN
250-DSN
250-TURN
250-ATRN
250-SIZE 10485760
250-STARTTLS
250-AUTH=LOGIN
250-AUTH LOGIN PLAIN CRAM-MD5 DIGEST-MD5
250-8BITMIME
250 EHLO
>>> STARTTLS
220 please start a TLS connection