You also might need to up your logging level, I just realized:
## Debug levels:
##   emerg:    0
##   alert:    1
##   crit:     2
##   err:      3
##   warning:  4
##   notice:   5
##   info:     6
##   or debug: 7
## 4 is recommended as logging warnings (as well as more severe events)
debug = 4

-----Original Message-----
From: stunnel-users [mailto:[email protected]] On Behalf Of Joe 
Slaven
Sent: Wednesday, May 20, 2020 7:20 AM
To: [email protected]
Subject: [stunnel-users] Need help connecting Eudora to mail servers


Below are the contents of my config file:

Question 1.  Is  the output statement correct?  I  cannot find the log file. I  
expected it to be in the stunnel folder in the Program (x86) folders
Question 2.  Is it permissable to install code for all three email servers, 
using the same ports  and settings in Eudora?
Question 3. All three have error messages in Eudora ie none of them work via 
stunnel.  Can anyone please show me where I  am going wrong? I  have listed the 
error message for Gmail below. There is no log file that I  can find.

Bigpond error message:
There has been an error transferring your mail
POP server [[email protected] ] said
ERR[AUTH] Username and Password not accepted

thanks for helping out,
Joe


;***************************************************************
;  STUNNEL LOG
output = stunnel.log
;
;*****************************************************************


;*******************************************************
;Yahoo connection
;*******************************************************
[yahoo-pop3]
client = yes
accept = 127.0.0.1:110
connect = pop.mail.yahoo.com:995
verify = 2
CAfile = ca-certs.pem
checkHost = pop.mail.yahoo.com
OCSPaia = yes

[yahoo-smtp]
client = yes
accept = 127.0.0.1:25
connect = smtp.mail.yahoo.com:465
verify = 2
CAfile = ca-certs.pem
checkHost = smtp.mail.yahoo.com
OCSPaia = yes
;
;*******************************************************
;Bigpond connection
;*****************************************************
[bigpond-pop3]
client = yes
accept = 127.0.0.1:110
connect = pop.bigpond.com:995
verify = 2
CAfile = ca-certs.pem
checkHost = pop.bigpond.com
OCSPaia = yes

[bigpond-smtp]
client = yes
accept = 127.0.0.1:25
connect = smtp.bigpond.com:465
verify = 2
CAfile = ca-certs.pem
checkHost = smtp.bigpond.com
OCSPaia = yes

;*************************************
;Gmail connection
;********************************************

[gmail-pop3]
client = yes
accept = 127.0.0.1:110
connect = pop.gmail.com:995
verifyChain = yes
CAfile = ca-certs.pem
checkHost = pop.gmail.com
OCSPaia = yes

[gmail-smtp]
client = yes
accept = 127.0.0.1:25
connect = smtp.gmail.com:465
verifyChain = yes
CAfile = ca-certs.pem
checkHost = smtp.gmail.com
OCSPaia = yes
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