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Re: Ubuntu 20.04 "apt update" issues behind a VPN and Squid proxy

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Hi Amos,

Upgrading to Squid 4.1 resolved the issue. I had to run
/usr/lib64/squid/security_file_certgen -c -s /var/spool/squid/ssl_db -M 4MB

to get squid to start. But after that all worked well. We'll do a bit more testing before we roll out to our production servers.

Thanks very much for your help.

Regards,

David Mills

Senior DevOps Engineer


 E: david.mills@xxxxxxxxxxxxx

 M: +61 411 513 404

 W: acusensus.com






On Sun, 18 Jul 2021 at 16:45, Amos Jeffries <squid3@xxxxxxxxxxxxx> wrote:
On 16/07/21 4:38 pm, David Mills wrote:
> Hi Amos,
>
> sorry for the big delay here - I've had lots of other things to attend
> to. It turned on the logging you suggested. For a failed "apt update"
> attempt on the client I get the following attached access.log and cache.log.
>
> Are any of the lines
>
>     2021/07/16 04:28:01.423 kid1| 83,5| bio.cc(396) adjustSSL: Extension
>     13 does not supported!
>
>     ...
>
>     20212021/07/16 04:28:32.465 kid1| 83,2| client_side.cc(3749)
>     Squid_SSL_accept: Error negotiating SSL connection on FD 11: Aborted
>     by client: 5
>     ...
>
>     2021/07/16 04:28:02.452 kid1| Error negotiating SSL on FD 17:
>     error:140920F8:SSL routines:ssl3_get_server_hello:unknown cipher
>     returned (1/-1/0)
>
>     ...
>
>     2021/07/16 04:28:01.413 kid1| 83,2| client_side.cc(4293)
>     clientPeekAndSpliceSSL: SSL_accept failed.
>
>
> important?
>

Very. It means the libssl Squid is built with and using is not able to
understand the TLS the server is sending.

Squid-4 should be more tolerant of this particular issue, or at least
able to follow the on_unsupported_protocol directive when it is encountered.

Older Squid depend more directly on the library TLS parsing - which
cannot handle unknown values well.

Amos
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