On Thu, Jan 18, 2024 at 06:42:48PM +0000, Michael wrote

> openssl s_client -connect smtp.ebox.ca\:587 -starttls smtp -showcerts

openssl s_client -connect smtp.ebox.ca\:587 -starttls smtp -showcerts > x.txt

  For output to x.txt, see file x.txt in attachment logs.tgz

  Output to the terminal (stderr ???) is...
========================================================================
depth=2 C = US, ST = Arizona, L = Scottsdale, O = "GoDaddy.com, Inc.", CN = Go 
Daddy Root Certificate Authority - G2
verify return:1
depth=1 C = US, ST = Arizona, L = Scottsdale, O = "GoDaddy.com, Inc.", OU = 
http://certs.godaddy.com/repository/, CN = Go Daddy Secure Certificate 
Authority - G2
verify return:1
depth=0 CN = *.ebox.ca
verify return:1
40F73DC2087F0000:error:0A00014D:SSL routines:tls_process_key_exchange:legacy 
sigalg disallowed or 
unsupported:../openssl-3.0.12/ssl/statem/statem_clnt.c:2254:
========================================================================

  That last line about "legacy sigalg disallowed or unsupported:" looks
rather ominous.

> or with gnutls-cli:
> 
> gnutls-cli --starttls-proto smtp smtp.ebox.ca -p 587
> 
> then try to negotiate a connection:
> 
> ehlo there
> ...
> Ctrl+D
> 
> Gnutls should run starttls and when you enter "Ctrl+D" it will print out what 

  See file y.txt in logs.tgz

  My fibre upgrade is delayed, so I'm testing an unneceassary handoff to
port 587 on cable when an "insecure" handoff to port 25 will do.  I just
asked the ISP's direct support to confirm that I'm using the correct
credentials.  And one last try at "mutt -d 4".  Here's a snippet...

========================================================================
[2024-01-20 23:08:56] mwoh: buf[Subject: Test message 1] is short enough
[2024-01-20 23:08:56] Looking up smtp.ebox.ca...
[2024-01-20 23:08:56] Connecting to smtp.ebox.ca...
[2024-01-20 23:08:56] Connected to smtp.ebox.ca:587 on fd=4
[2024-01-20 23:08:56] 4< 220 smtp.ebox.ca ESMTP Postfix (Debian/GNU)
[2024-01-20 23:08:56] 4> EHLO waltdnes.org
[2024-01-20 23:08:56] 4< 250-smtp.ebox.ca
[2024-01-20 23:08:56] 4< 250-PIPELINING
[2024-01-20 23:08:56] 4< 250-SIZE 20000000
[2024-01-20 23:08:56] 4< 250-VRFY
[2024-01-20 23:08:56] 4< 250-ETRN
[2024-01-20 23:08:56] 4< 250-STARTTLS
[2024-01-20 23:08:56] 4< 250-ENHANCEDSTATUSCODES
[2024-01-20 23:08:56] 4< 250-8BITMIME
[2024-01-20 23:08:56] 4< 250 DSN
[2024-01-20 23:08:56] 4> STARTTLS
[2024-01-20 23:08:56] 4< 220 2.0.0 Ready to start TLS
[2024-01-20 23:08:56] gnutls_handshake: A packet with illegal or unsupported 
version was received.
[2024-01-20 23:08:58] Could not negotiate TLS connection
========================================================================

"illegal or unsupported version" ominous again.

-- 
Roses are red
Roses are blue
Depending on their velocity
Relative to you

Attachment: logs.tgz
Description: GNU Unix tar archive

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