Need help connecting Eudora to mail servers

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Joe Slaven

20 May 2020 20 May '20

11:20 a.m.

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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Phil Smith III

20 May 20 May

1:04 p.m.

+the list again because there are sure folks who know a lot more about stunnel than I do. I know email/SMTP/POP very well, stunnel not as much! There's nothing sensitive in the .conf file, so.

Set a full path for the log:

output = C:\temp\stunnel-log.txt

...or equivalent.

Simplify. Comment out all but Yahoo until you get that working. And did you try it without the extra records?

I don't see how you can have multiple hosts using the same incoming port: how would it know which one it's going to? And that's likely a big part of your problem here.

Consider the flow: A connection comes in to stunnel on port 110. How would it know "Oh, this connection should get routed to Yahoo" vs. "this connection should get routed to gmail"? It won't.

You CAN set the POP port per connection in Eudora: https://www.digiportal.com/support/58-help-with-manual-configuration/264--se...

But, again, I'd simplify. Get it working with each service, one at a time, using port 110. Then add them back in, one at a time, changing the port for each per the link above. Remember to close Eudora before tinkering with the .ini (and save a copy of the .ini first, just in case)!

So you'll wind up with something like (NOT right, surely, but illustrative. Look for records starting #! for inline commentary. I changed your comment string to # from ; just because otherwise I'll get it wrong :)

Again, I removed all the extra records you had. Those might be needed, but I'd start without them. And (one more time) start with JUST one service.

-- #*************************************************************** # STUNNEL LOG #! Fix path below to something that will work for you #! (if you have c:\temp it's fine) output = c:\temp\stunnel.log # #*****************************************************************

#******************************************************* #Yahoo connection #******************************************************* [yahoo-pop3] client = yes #! Note POP port changed to 1110 -- need to change in #! Eudora for this connection accept = 127.0.0.1:1110 connect = pop.mail.yahoo.com:995

[yahoo-smtp] client = yes accept = 127.0.0.1:25 connect = smtp.mail.yahoo.com:465 # #******************************************************* #Bigpond connection #***************************************************** [bigpond-pop3] client = yes #! Note POP port changed to 2110 -- need to change in #! Eudora for this connection accept = 127.0.0.1:2110 connect = pop.bigpond.com:995

[bigpond-smtp] client = yes accept = 127.0.0.1:25 connect = smtp.bigpond.com:465

#************************************* #Gmail connection #********************************************

[gmail-pop3] client = yes #! Note POP port changed to 2110 -- need to change in #! Eudora for this connection accept = 127.0.0.1:3110 connect = pop.gmail.com:995

[gmail-smtp] client = yes accept = 127.0.0.1:25 connect = smtp.gmail.com:465 -- -----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:

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 ; ;*****************************************************************

[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 _______________________________________________ stunnel-users mailing list [email protected] https://www.stunnel.org/cgi-bin/mailman/listinfo/stunnel-users

Joe Slaven

21 May 21 May

12:08 a.m.

I have pared down the config file to the bare essentials, dealing with Yahoo only, and still get the error message about username and password being not recognized. I have tested these via browser access to my Yahoo server, and found them to be correct. Does anyone have any further suggestions please?

ERROR MESSAGE "There has been an error transferring your mail. POP Server [[email protected]] said ERR [AUTH] Username and password not accepted" I used the same password to open My Account on Yahoo website without any problems

CONFIG FILE debug=7 output = S:\stunnel-log.txt ;******************************************************* ;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

EUDORA SETTINGS Checking Mail->Mail Server: 127.0.0.1 Sending Mail->SMTP Server: 127.0.0.1 Use submission port (587) is UNchecked Secure Sockets when Sending or Receiving : Never Default port settings : SMPT Port (25) POP Port (110)

Phil Smith III

3:54 p.m.

Things to check:

1) Are you specifying the FULL email address, including domain? Yahoo requires this.

2) Try “localhost” instead of “127.0.0.1”; ISTR some problems with that.

I’m suspicious that this flat out may not be possible. Yahoo requires SPA (Secure Password Authentication https://en.wikipedia.org/wiki/Secure_Password_Authentication ), apparently, and Eudora doesn’t appear to support that.

From: Joe Slaven [mailto:[email protected]] Sent: Wednesday, May 20, 2020 8:08 PM To: Phil Smith III [email protected]; [email protected] Subject: Re: [stunnel-users] Need help connecting Eudora to mail servers

[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

Joe Slaven

22 May 22 May

9:45 a.m.

Thanks for these suggestions Phil. I have tried all the variations of user name and username + domain, and also variations with local host instead of 127.0.0.1 All of these variations ended up with the same error message, not recognizing username and password. I even changed the password to na App password generated by Yahoo, which is simply a 16 character alphabetic string in lower case. Same error message.

With regards SPA, my Eudora was working quite well for 10 years or more, until the 5 May this year, when I could not access incoming mail from the Yahoo server. That is when I decided to use stunnel, but that has been unsuccessful too.

My regards, Joe

On Friday, 22 May 2020, 01:54:57 am AEST, Phil Smith III [email protected] wrote:

#yiv7021840659 #yiv7021840659 -- _filtered {} _filtered {}#yiv7021840659 #yiv7021840659 p.yiv7021840659MsoNormal, #yiv7021840659 li.yiv7021840659MsoNormal, #yiv7021840659 div.yiv7021840659MsoNormal {margin:0in;margin-bottom:.0001pt;font-size:12.0pt;font-family:New serif;}#yiv7021840659 a:link, #yiv7021840659 span.yiv7021840659MsoHyperlink {color:#0563C1;text-decoration:underline;}#yiv7021840659 a:visited, #yiv7021840659 span.yiv7021840659MsoHyperlinkFollowed {color:#954F72;text-decoration:underline;}#yiv7021840659 p.yiv7021840659MsoListParagraph, #yiv7021840659 li.yiv7021840659MsoListParagraph, #yiv7021840659 div.yiv7021840659MsoListParagraph {margin-top:0in;margin-right:0in;margin-bottom:0in;margin-left:.5in;margin-bottom:.0001pt;font-size:12.0pt;font-family:New serif;}#yiv7021840659 span.yiv7021840659EmailStyle17 {font-family:sans-serif;color:#1F497D;}#yiv7021840659 .yiv7021840659MsoChpDefault {font-family:sans-serif;} _filtered {}#yiv7021840659 div.yiv7021840659WordSection1 {}#yiv7021840659 _filtered {} _filtered {} _filtered {} _filtered {} _filtered {} _filtered {} _filtered {} _filtered {} _filtered {} _filtered {}#yiv7021840659 ol {margin-bottom:0in;}#yiv7021840659 ul {margin-bottom:0in;}#yiv7021840659 Things to check:

1) Are you specifying the FULL email address, including domain? Yahoo requires this.

2) Try “localhost” instead of “127.0.0.1”; ISTR some problems with that.

I’m suspicious that this flat out may not be possible. Yahoo requires SPA (Secure Password Authentication), apparently, and Eudora doesn’t appear to support that.

[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

Phil Smith III

26 May 26 May

2:35 p.m.

Well, for what it’s worth, I tried and also couldn’t get this to work. I stand by my supposition that it’s because Yahoo implemented SPA https://en.wikipedia.org/wiki/Secure_Password_Authentication and Eudora doesn’t do that.

[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

Javier

11:51 p.m.

On Tue, 26 May 2020 10:35:13 -0400 "Phil Smith III" [email protected] wrote:

...

Well, for what it's worth, I tried and also couldn't get this to work. I stand by my supposition that it's because Yahoo implemented SPA https://en.wikipedia.org/wiki/Secure_Password_Authentication and Eudora doesn't do that.

Hi,

I can guarantee you it is not that.

I just have checked the mail with my POP3 mail client that to say something it lacks..., it lacks almost everything :P And it just connected perfectly to Yahoo through Stunnel.

It is not Eudora, but hey, this is very simple mail client (not the one I'm replying to the list right now).

And my service settings don't differ much from yours.

I haven't replied earlier to the list because when I was going to do because I thought it was, maybe, the TLS version option (sslVersion = TLSv1.2) it was not, so maybe is the verify options you use. You might want to try without verify certificates.

It's hard to say, because, I don't want to be rude, but you still hasn't posted a log, so is hard to guess what is going on with your Stunnel connection.

Really if the above doesn't help, sanitize the log, and post to let us know what is going on. You don't need an output log file, you can copy the text directly from the Stunnel window.

Even the error from Eudora might help.

Regards.

Phil Smith III

20 May 20 May

2:25 p.m.

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:

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 ; ;*****************************************************************

[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

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