My Mac's Mail program stopped sending & receiving mail???

[bnzf]

OK. I did that and nothing new appeared.

Long version:
Squid restarts itself. I had to watch in activity monitor that it was (still) down and then type
/Library/Squid/squid -d 0
to get those error messages.

After the mail test I started the Interweb browser and went to some https-pages to see if something appears in the terminal window - nothing appeared. Is that the expected behaviour?

Then I changed in network settings /Proxys localhost to 127:0:0:1. Interweb now complained that it can not reach the Proxy. So the Proxy seemed to work with the original settings.

 

[Wowfunhappy]

Then I changed in network settings /Proxys localhost to 127:0:0:1. Interweb now complained that it can not reach the Proxy. So the Proxy seemed to work with the original settings.

Interweb is based on Firefox and so uses its own certificate store and https implementation, it needs to be told to bypass the proxy. (Or, the Squid certificate needs to be added to Firefox's certificate store.)

Did nothing appear *after* you'd changed the network settings in System Preferences and tried to connect in Mail?

 

[bnzf]

Interweb is based on Firefox and so uses its own certificate store and https implementation, it needs to be told to bypass the proxy. (Or, the Squid certificate needs to be added to Firefox's certificate store.)

Did nothing appear *after* you'd changed the network settings in System Preferences and tried to connect in Mail?

I needed to confirm with Interweb the certificates. I had a look on those, they were the self signed Squid certificates. So Interweb used the Squid Proxy for https.

No, nothing appeared in the terminal output after I changed the network settings.

 

[Wowfunhappy]

No, nothing appeared in the terminal output after I changed the network settings.

Okay, so you're right then, the Apple Mail IMAP connection isn't getting sent through the proxy at all.

Thanks for testing, I'll look into this more.

 

[Wowfunhappy]

Yeah, bnzf was 100% right on the whole time, sorry about that. IMAP, POP, and SMTP don't go through the http protocol at all (even though they do use TLS). Squid can't handle those protocols, no matter how it's configured.

stunnel is probably the right tool here. I don't know why it's not working though.

 

[bnzf]

After a hint from the stunnel mailing list I got stunnel working.
I had to delete the "protocol = smtp" and protocol = pop3" line in my conf file.

I had tried JohnAJ version with

protocol = smtp
protocolUsername = YOURUSERNAME
protocolPassword = YOURPASSWORD

but that had not changed the behaviour in my case.

Here is the conf that works for me:

socket = l:TCP_NODELAY=1
socket = r:TCP_NODELAY=1

CApath = /usr/local/etc/stunnel/
cert = /usr/local/etc/stunnel/stunnel.pem

foreground = yes
debug = 7
output = /usr/local/etc/stunnel/stunnel.log

[strato-pop3]
client = yes
accept = 127.0.0.1:110
connect = pop3.strato.de:995

[strato-smtp]
client = yes
accept = 25
connect = smtp.strato.de:465