AD> Ok.. Just changed my board over from Windows to Debian 11.5, other then
 AD> the OS the only thing diferent is I am running cryptlib 3.4.4. not 3.4.5
 AD> like on my WIndows machine. It doesn't work, looking at logs, the Linux
 AD> side does not connect the second time when it is trying through TLS, the
 AD> Windows side does with no issues.. Both are using Gmail app password.
 AD> Not sure if it is a cryptlib issue or not.. I tried a 3.4.5 version I
 AD> assembled and it did not work nor did it allow SSH connections.. Any
 AD> ideas? g00r00 when you get back to things if you want I can send you log
 AD> snippets, could very well be a security setup that I do not have set up
 AD> on the linux side.. Anyone with Linux have it working?? If so how did
 AD> you get it going??

If you can wire up linux sendmail to gmail and send messages directly from the terminal as your mystic bbs user account, you can wire up mystic to sendmail. In fact this was the only way I was able to get it working, but it also feels like the "right" way anyway.

I know this answer wasn't super descriptive but my hope is that it gets you going on the right path. I can't remember how I got everything set up in the first place but step one is get it so you can use sendmail from terminal and send something through gmail.

--- Mystic BBS v1.12 A48 2022/07/11 (Linux/64)