From: ldo@nz.invalid   
      
   On Sat, 31 Jan 2026 21:03:09 -0000 (UTC), Lars Poulsen wrote:   
      
   > I know from previous experience, that I should have STARTTLS   
   > enabled, because sendmail does not allow passwords to go on plain   
   > text TCP connections.   
      
   Maybe not what you want to hear, but perhaps this is a good time to   
   give up on Sendmail, and switch to a more rationally-designed MTA.   
      
   The Debian default MTA is Exim, but speaking personally I have little   
   to no experience with that myself; my go-to MTA has mostly been   
   Postfix.   
      
   Comparing Sendmail and Postfix, with Sendmail I was never quite sure   
   of what I was doing; even after I succeeded in configuring it to do   
   something, I had little confidence that I could repeat the feat again.   
   With Postfix, all the configuration options made some kind of sense   
   (explained in detail in the docs), so after having done something, I   
   had good confidence that I could perform the same configuration task   
   again.   
      
   --- SoupGate-Win32 v1.05   
    * Origin: you cannot sedate... all the things you hate (1:229/2)