Chris Purves writes:

any difference that would allow one to work and not the other. I am using courier-pop and courier-pop-ssl version 0.47 Debian packages.

Ancient history. If your question wasn't trivial, the answer would've been to upgrade to the current version.

Below is an abbreviated version of my pop3d-ssl config file.

SSLPORT=995
SSLADDRESS=0
SSLPIDFILE=/var/run/courier/pop3d-ssl.pid
POP3DSSLSTART="YES"
POP3_STARTTLS="YES"
POP3_TLS_REQUIRED="1"

Get rid of POP3_TLS_REQUIRED


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