Public bug reported:

Very recently, my (unchanged for years) bionic exim4 flow ( outgoing
SMTP -> smtp.canonical.com ) abruptly stopped working, with exim4 log as
follows:

  SMTP<< 220 smtp-relay-canonical-1.canonical.com ESMTP Postfix (Ubuntu)
  SMTP>> EHLO myhostname
  SMTP<< 250-smtp-relay-canonical-1.canonical.com
         250-PIPELINING
         250-SIZE 61440000
         250-VRFY
         250-ETRN
         250-STARTTLS
         250-ENHANCEDSTATUSCODES
         250-8BITMIME
         250-DSN
         250-SMTPUTF8
         250 CHUNKING
  SMTP>> STARTTLS
  SMTP<< 220 2.0.0 Ready to start TLS
  SMTP>> EHLO myhostname
  H=smtp.canonical.com [185.125.188.121] TLS error on connection (recv): 
Resource temporarily unavailable, try again.
  SMTP(close)>>
  H=smtp.canonical.com [185.125.188.121]: Remote host closed connection in 
response to EHLO myhostname

This appears to be a manifestation of this exim4 bug which was fixed in exim4 
(4.92): https://bugs.exim.org/show_bug.cgi?id=2359
See also: https://www.mail-archive.com/exim-users@exim.org/msg53121.html

I found and installed a PPA version of exim4 (4.94) for bionic, which
did fix the problem for me.

I believe that all Ubuntu versions which supply exim4 < 4.92 {Bionic,
Xenial, Trusty} are affected by this bug, which leaves exim4
mysteriously broken when the server side happens to move to TLS 1.3.

I suggest updating exim4 on the affected Ubuntu versions.

** Affects: exim4 (Ubuntu)
     Importance: High
         Status: New

** Affects: exim4 (Ubuntu Trusty)
     Importance: Undecided
         Status: New

** Affects: exim4 (Ubuntu Xenial)
     Importance: Undecided
         Status: New

** Affects: exim4 (Ubuntu Bionic)
     Importance: Undecided
         Status: New

** Also affects: exim4 (Ubuntu Trusty)
   Importance: Undecided
       Status: New

** Also affects: exim4 (Ubuntu Bionic)
   Importance: Undecided
       Status: New

** Also affects: exim4 (Ubuntu Xenial)
   Importance: Undecided
       Status: New

-- 
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Bugs, which is subscribed to Ubuntu.
https://bugs.launchpad.net/bugs/1971489

Title:
  exim4 GnuTLS breakage with outgoing TLS 1.3 "Resource temporarily
  unavailable"

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