[Bug 2055717] [NEW] Acquire::http::proxy ignored / used inconsistently?

[Benjamin Portner]

Public bug reported:

Problem description

I have a client (A) and a freight server (B) serving apt packages on the
same network. I also have a proxy server (C), which the client uses to
talk to "the internet". When I run `sudo apt update`, my client talks to
the freight server directly, without contacting the proxy. However, when
`apt.daily` runs, the client contacts the proxy, which then connects to
the freight server.

Expected behavior

Although updates work in both cases, the current behavior is
inconsistent. The proxy should be used in both cases or in neither case.

Setup details

I use Ubuntu 22.04.4 with apt 2.4.11 (amd64).
/etc/apt/sources.list.d/freight.list contains the local freight server.
/etc/apt/sources.list lists the official Ubuntu repositories.
/etc/apt/apt.config.d/95proxy contains one line `Acquire::http::proxy
"http://my.proxy:8080/"`. Omitting the proxy config
(`Acquire::http::proxy "false"`) lets the client contact the freight
server directly during `apt.daily`, but updating the official
repositories fails. Having the proxy properly configured,`apt.daily`
succeeds but with the described inconsistent behavior.

Note: I am aware that proxy exceptions can be configured using the
"DIRECT" keyword.

** Affects: apt (Ubuntu)
     Importance: Undecided
         Status: New

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https://bugs.launchpad.net/bugs/2055717

Title:
  Acquire::http::proxy ignored / used inconsistently?

Status in apt package in Ubuntu:
  New

Bug description:
  Problem description

  I have a client (A) and a freight server (B) serving apt packages on
  the same network. I also have a proxy server (C), which the client
  uses to talk to "the internet". When I run `sudo apt update`, my
  client talks to the freight server directly, without contacting the
  proxy. However, when `apt.daily` runs, the client contacts the proxy,
  which then connects to the freight server.

  Expected behavior

  Although updates work in both cases, the current behavior is
  inconsistent. The proxy should be used in both cases or in neither
  case.

  Setup details

  I use Ubuntu 22.04.4 with apt 2.4.11 (amd64).
  /etc/apt/sources.list.d/freight.list contains the local freight
  server. /etc/apt/sources.list lists the official Ubuntu repositories.
  /etc/apt/apt.config.d/95proxy contains one line `Acquire::http::proxy
  "http://my.proxy:8080/"`. Omitting the proxy config
  (`Acquire::http::proxy "false"`) lets the client contact the freight
  server directly during `apt.daily`, but updating the official
  repositories fails. Having the proxy properly configured,`apt.daily`
  succeeds but with the described inconsistent behavior.

  Note: I am aware that proxy exceptions can be configured using the
  "DIRECT" keyword.

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