I do use ssl bump again it requires certificates installed on the devices, and 
or some and a splice for the others. You must also add a url list for items 
that must never be intercepted like banks etc. I agree it is not an easy task, 
it took me years to get it to work correctly for what I needed. When it does 
work it works beautifully, you can cache updates and reuse them, you can use 
clam AV on https traffic. It’s not for everyone it will make you a wizard level 
1000 if you can get it going.
Sent from my iPhone

> On May 23, 2024, at 08:49, Alex Rousskov <rouss...@measurement-factory.com> 
> wrote:
> 
> On 2024-05-22 03:49, Robin Wood wrote:
> 
>> I'm trying to work out how to add an extra header to a TLS connection.
> 
> I assume that you want to add a header field to an HTTP request or response 
> that is being transmitted inside a TLS connection between a TLS client (e.g., 
> a user browser) and an HTTPS origin server.
> 
> Do you control the client that originates that TLS connection (or its 
> OS/environment) or the origin server? If you do not, then what you want is 
> impossible -- TLS encryption exists, in part, to prevent such traffic 
> modifications.
> 
> If you control the client that originates that TLS connection (or its 
> OS/environment), then you may be able to, in _some_ cases, add that header by 
> configuring the client (or its OS/environment) to trust you as a Certificate 
> Authority, minting your own X509 certificates, and configuring Squid to 
> perform a "man in the middle" attack on client-server traffic, using your 
> minted certificates. You can search for Squid SslBump to get more information 
> about this feature, but the area is full of insurmountable difficulties and 
> misleading advice. Avoid it if at all possible!
> 
> 
> HTH,
> 
> Alex.
> 
> 
>> I've found information on how to do it on what I think is the pre-3.5 
>> release, but I can't find any useful information on doing it on the current 
>> version.
>> Could someone give me an example or point me at some documentation on how to 
>> do it.
>> Thanks
>> Robin
>> _______________________________________________
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>> squid-users@lists.squid-cache.org
>> https://lists.squid-cache.org/listinfo/squid-users
> 
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