I double-checked add-apt-repository and apt-key behavior on bionic (the same doesn't work on xenial as the fix was landed for bionic only).
add-apt-proxy: ➜ ~ sudo strace -f -e connect bash -c 'HTTP_PROXY=http://192.168.1.1:3128 HTTPS_PROXY=http://192.168.1.1:3128 add-apt-repository ppa:landscape/18.03' strace: Process 20044 attached # ... connect(3, {sa_family=AF_INET, sin_port=htons(3128), sin_addr=inet_addr("192.168.1.1")}, 16) = 0 More info: https://launchpad.net/~landscape/+archive/ubuntu/18.03 Press [ENTER] to continue or Ctrl-c to cancel adding it. strace: Process 20070 attached [pid 20070] connect(5, {sa_family=AF_INET, sin_port=htons(3128), sin_addr=inet_addr("192.168.1.1")}, 16) = 0 [pid 20070] connect(3, {sa_family=AF_INET, sin_port=htons(3128), sin_addr=inet_addr("192.168.1.1")}, 16) = 0 # ... [pid 20080] connect(3, {sa_family=AF_INET, sin_port=htons(53), sin_addr=inet_addr("127.0.0.53")}, 16) = 0 0% [Connecting to ru.archive.ubuntu.com] [Connecting to security.ubuntu.com][pid 20079] connect(3, {sa_family=AF_INET6, sin6_port=htons(80), inet_pton(AF_INET6, "2001:67c:1360:8001::17", &sin6_addr), sin6_flowinfo=htonl(0), sin6_scope_id=0}, 28) = 0 # ... # squid 1533649727.927 237 192.168.1.100 TCP_TUNNEL/200 5539 CONNECT launchpad.net:443 - HIER_DIRECT/91.189.89.223 - 1533649731.841 269 192.168.1.100 TCP_TUNNEL/200 5539 CONNECT launchpad.net:443 - HIER_DIRECT/91.189.89.223 - 1533649732.499 625 192.168.1.100 TCP_TUNNEL/200 4549 CONNECT keyserver.ubuntu.com:443 - HIER_DIRECT/91.189.89.49 - 1533649732.499 625 192.168.1.100 TCP_TUNNEL/200 4549 CONNECT keyserver.ubuntu.com:443 - HIER_DIRECT/91.189.89.49 - with apt-key HTTP_PROXY and HTTPS_PROXY had no effect, only --keyserver- options affected it: apt-key adv --keyserver-options 'http-proxy=http://192.168.1.1:3128' --keyserver keyserver.ubuntu.com --recv-keys 35F77D63B5CEC106C577ED856E85A86E4652B4E6 [pid 4385] connect(7, {sa_family=AF_INET, sin_port=htons(3128), sin_addr=inet_addr("192.168.1.1")}, 16) = -1 EINPROGRESS (Operation now in progress) 1533651214.446 148 192.168.1.100 TCP_MISS/200 1150 GET http://keyserver.ubuntu.com:11371/pks/lookup? - HIER_DIRECT/91.189.89.49 application/pgp-keys This makes sense as the commit below has only changed software- properties not apt-key to use pycurl and https for key retrieval instead of HKP: https://git.launchpad.net/ubuntu/+source/software- properties/commit/?id=f57935235ca0f52b32da7efe2a24cb26c7fc4573 + return get_info_from_https(SKS_KEYSERVER % signing_key_fingerprint, accept_json=False) Plus, the changelog actually makes the relevant note: " - stop using apt-key for installing keys" The apt-key part can be worked around on xenial by using curl directly before add-apt-repository: HTTPS_PROXY=http://<your-https-proxy>:3128 curl 'https://keyserver.ubuntu.com/pks/lookup?op=get&options=mr&exact=on&search=0x6E85A86E4652B4E6' | sudo apt-key add - -- You received this bug notification because you are a member of Ubuntu Bugs, which is subscribed to Ubuntu. https://bugs.launchpad.net/bugs/1433761 Title: apt-key and add-apt-repository don't honor Acquire::http::Proxy To manage notifications about this bug go to: https://bugs.launchpad.net/ubuntu/+source/software-properties/+bug/1433761/+subscriptions -- ubuntu-bugs mailing list ubuntu-bugs@lists.ubuntu.com https://lists.ubuntu.com/mailman/listinfo/ubuntu-bugs
