See detailed info below, but suffice to say that I have three questions:
1. How can I tell if my imap instance sees my certificates?
2. What can I do to get imaps working on Tiger?
3. Failing #2, how do I configure thunderbird to connect to port 143 and log in? My imap server is on a firewalled LAN, and 100% of the connections to it will be from internal addresses.

Michael Cashwell said:
What you probably want to do instead is "make oxp" which builds for
PAM. That way, any normal user account on the system will "just work".

Done. Sadly, it does not appear to "just work"
Also, if you want real SSL/TLS then you will need a server-side cert
(that's either signed by a root authority known to the clients or
self-signed with your own root cert installed on the clients).
Done, too, and copied to /System/Library/OpenSSL/certs/imapd.pem The cert works for Apache SSL, so I think I creted it properly.

However, at this point I'm feeling pretty much like a dope. I can't seem to get xinetd working properly to launch imapd when I try to telnet to the imaps port on localhost. It is working on port 143 - but I don't see that as particularly helpful because I can't figure out any combination of settings in thunderbird that will allow me to connect to the box!

I've read a bit and have begun to learn about launchd (phew - pretty different from linux-land.) I found a post from Mark in March on the imap-use list that had a plist attached, so I created /System/Library/StartupItems/imap and added both an imap script and the plist file - then ran /sbin/SystemStarter restart imap

I'm running on Tiger 10.4.8

bugs:/System/Library/StartupItems/imap root# telnet 192.168.100.150 imaps
Trying 192.168.100.150...
telnet: connect to address 192.168.100.150: Connection refused
telnet: Unable to connect to remote host

bugs:/System/Library/StartupItems/imap root# telnet localhost imap
Trying ::1...
telnet: connect to address ::1: Connection refused
Trying 127.0.0.1...
Connected to localhost.
Escape character is '^]'.
* OK [CAPABILITY IMAP4REV1 LITERAL+ SASL-IR LOGIN-REFERRALS STARTTLS LOGINDISABLED] localhost IMAP4rev1 2006c.374 at Sat, 9 Dec 2006 20:49:08 -0500 (EST)


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