I have a 'cloned' configuration of exim4 using my hosting's smtp server as a smarthost. I cannot see where the failing one differs in any way from ones where sending is unproblematic. Can someone kindly tell me from the unfreeze debug trace what the problem might be?

Look forward to hearing…

Charles

delivering 1mjN9h-0000X8-Nj
LOG: MAIN
  Unfrozen by forced delivery
R: smarthost for goose@debian-live
T: remote_smtp_smarthost for goose@debian-live
Transport port=25 replaced by host-specific port=587
Connecting to mail.technojeeves.com [79.170.40.147]:587 ...  TFO mode sendto, no data: EINPROGRESS
 connected
  SMTP<< 220 mta1.hi.local ESMTP Exim 4.94.2 Sat, 06 Nov 2021 16:01:50 +0000
  SMTP>> EHLO debian-live.home
  SMTP<< 250-mta1.hi.local Hello host86-154-202-203.range86-154.btcentralplus.com [86.154.202.203]
         250-SIZE 52428800
         250-8BITMIME
         250-PIPELINING
         250-PIPE_CONNECT
         250-AUTH PLAIN LOGIN
         250-CHUNKING
         250-STARTTLS
         250 HELP
  SMTP>> STARTTLS
  SMTP<< 220 TLS go ahead
  SMTP(close)>>
LOG: MAIN
  TLS session: (certificate verification failed): delivering unencrypted to H=mail.technojeeves.com [79.170.40.147] (not in hosts_require_tls)
Transport port=25 replaced by host-specific port=587
Connecting to mail.technojeeves.com [79.170.40.147]:587 ...  TFO mode sendto, no data: EINPROGRESS
 connected
  SMTP<< 220 mta3.hi.local ESMTP Exim 4.94.2 Sat, 06 Nov 2021 16:01:50 +0000
  SMTP>> EHLO debian-live.home
  SMTP<< 250-mta3.hi.local Hello host86-154-202-203.range86-154.btcentralplus.com [86.154.202.203]
         250-SIZE 52428800
         250-8BITMIME
         250-PIPELINING
         250-PIPE_CONNECT
         250-AUTH PLAIN LOGIN
         250-CHUNKING
         250-STARTTLS
         250 HELP
  SMTP>> MAIL FROM:<> SIZE=2971
  SMTP>> RCPT TO:<goose@debian-live>
         will write message using CHUNKING
  SMTP>> BDAT 1953 LAST
  SMTP<< 550 "Please login first"
  SMTP<< 503 sender not yet given
  SMTP>> QUIT
  SMTP(close)>>
LOG: MAIN
  ** goose@debian-live R=smarthost T=remote_smtp_smarthost H=mail.technojeeves.com [79.170.40.147]: SMTP error from remote mail server after pipelined end of data: 550 "Please login first"
LOG: MAIN
  Frozen (delivery error message)
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