I've been having trouble configuring Outlook email (MS Outlook
2007) to use port 995 and SSL for pop3 incoming. It seems that
only port 110 and non-SSL works.

Sending, smtp + 465 + SSL is ok.

Thunderbird mail works fine with pop3/SSL/995 and smtp/SSL/465.

So.. why is Outlook not cooperating with pop3/SSL/995?

--
../|ug

--- OpenXP 5.0.57
* Origin: (2:221/1.58)

Hello August!

05 Feb 23 17:03, you wrote to all:

I've been having trouble configuring Outlook email (MS Outlook
2007) to use port 995 and SSL for pop3 incoming. It seems that
only port 110 and non-SSL works.

Sending, smtp + 465 + SSL is ok.

Thunderbird mail works fine with pop3/SSL/995 and smtp/SSL/465.

So.. why is Outlook not cooperating with pop3/SSL/995?

Best way is not to use outlook directly, but go

controll panell > Mail and then set the functions from there into the advanced (From memorey).

That will let you set the SSL and Ports.



Stephen


--- GoldED+/LNX 1.1.5-b20220409
* Origin: Dragon's Lair BBS, Telnet: dragon.vk3heg.net (3:633/280)

Hello Stephen!

So.. why is Outlook not cooperating with pop3/SSL/995?

Best way is not to use outlook directly, but go

controll panell > Mail and then set the functions from there into the advanced (From memorey).

That will let you set the SSL and Ports.

I didn't realize that I could access the mail properties thru ControlPanel/Mail. Thx.

But using ControlPane/Mail shows exactly the same Settings
menus that Outlook does.

--
../|ug

--- OpenXP 5.0.57
* Origin: (2:221/1.58)

Hello August!

05 Feb 23 21:33, you wrote to me:

So.. why is Outlook not cooperating with pop3/SSL/995?

Best way is not to use outlook directly, but go

controll panell > Mail and then set the functions from there into
the advanced (From memorey).

That will let you set the SSL and Ports.

I didn't realize that I could access the mail properties thru ControlPanel/Mail. Thx.

But using ControlPane/Mail shows exactly the same Settings
menus that Outlook does.

I've just now been able to get access to one. These steps are still current even upto O365.

Goto Control Panel (NOT pane), Mail (Microsoft Outlook),
Click on "Email Accounts", Highlight the email address,
Click on "Change" (3rd option. It's on the bar with new/repair etc.)
On the window that opens, down in the lower right is "More Settings",
Click on that.
Click the "Advanced" Tab.

You now have access to the important bits...

Incomming Pop3 port: (995)
This server requires an encrpted connection. (SSL/TLS)

Outgoing server (SMTP) Port: 465
Use the following type of encrypted connection:
None, SSL/TLS, StartTLS, Auto







Stephen


--- GoldED+/LNX 1.1.5-b20220409
* Origin: Dragon's Lair BBS, Telnet: dragon.vk3heg.net (3:633/280)

Hello Stephen!

I've just now been able to get access to one. These steps
are still current even upto O365.

[...]

Click the "Advanced" Tab.

You now have access to the important bits...

Incomming Pop3 port: (995)
This server requires an encrpted connection. (SSL/TLS)

Outgoing server (SMTP) Port: 465
Use the following type of encrypted connection:
None, SSL/TLS, StartTLS, Auto

Thanks for checking!

I followed the same steps. (Btw, the exactly the *same* config
destination is provided within Outlook 2007.)

Still, pulling in mail (pop3) still doesn't work when I enable
SSL + 995. It only comes in when I untick the SSL, but leaving
port 995 is still ok.

However.. there are no problems when I use an old Thunderbird
with pop3 = SSL/995 and smtp = SSL/495.


--
../|ug

--- OpenXP 5.0.57
* Origin: (2:221/1.58)

Still, pulling in mail (pop3) still doesn't work when I enable
SSL + 995. It only comes in when I untick the SSL, but leaving
port 995 is still ok.

Correction.. the config automatically selects port 110 when
the SSL is unticked.

--
../|ug

--- OpenXP 5.0.57
* Origin: (2:221/1.58)

Hello Stephen!

You now have access to the important bits...

Incomming Pop3 port: (995)
This server requires an encrpted connection. (SSL/TLS)

Outgoing server (SMTP) Port: 465
Use the following type of encrypted connection:
None, SSL/TLS, StartTLS, Auto

When I configure for this:

https://kolico.ca/tmp/eee1-2302.jpg

..this happens during pop3:

https://kolico.ca/tmp/eee2-2302.jpg

Sending, smtp, is fine though.


--
../|ug

--- OpenXP 5.0.57
* Origin: (2:221/1.58)

Hello August!

06 Feb 23 10:11, you wrote to me:

Incomming Pop3 port: (995)
This server requires an encrpted connection. (SSL/TLS)

Outgoing server (SMTP) Port: 465
Use the following type of encrypted connection:
None, SSL/TLS, StartTLS, Auto

When I configure for this:

https://kolico.ca/tmp/eee1-2302.jpg

Your provider might be using a different port. Have you had a look on there website for that information?

It seams weird that they support an encrypted sending connection, but not for receiving.



Stephen


--- GoldED+/LNX 1.1.5-b20220409
* Origin: Dragon's Lair BBS, Telnet: dragon.vk3heg.net (3:633/280)

Hello Stephen!

https://kolico.ca/tmp/eee1-2302.jpg

Your provider might be using a different port. Have you
had a look on there website for that information?

Yep. They even have specific steps for different versions of
Outlook all the way back to Outlook 2000. But all of them
essentially document pop3/995/SSL and smtp/465/SSL.

I did some testinging and the smtp stamps the header with
"esmtp". So, at least the sent messages are using the newer
protocal when smtp/465/SSL is configured.

However.. the login creds are probably still in the clear. :(

It seams weird that they support an encrypted sending
connection, but not for receiving.

Yep. From further reading on this matter, one tech article that
I found mentions that it seems to be an issue addressed by
Microsoft Knowledge Base articles 315049 and 304008:

https://support.tigertech.net/outlook-2007-ssl

..but the links for the article do not go to specific
articles.

So.. something is definately broken in Outlook or even XP
itself.

Perhaps I can try a newer Outlook 200x that will still work
with XP.

--
../|ug

--- OpenXP 5.0.57
* Origin: (2:221/1.58)