Yesterday I updated my systems to Debian 10.7 and noticed problems with
apt update against my apt-cacher-ng server on Debian 10.6/7. It goes like
0% ["waiting for headers"] then repeats the waiting message and finally reports an
Err for the file and says
W: Failed to fetch http://security.debian.org/debian[...] Connection failed [IP: 172.XX.YY.ZZ 3142]
If you repeatedly call
apt update, it's completely random which file fails and the problem exists on Debian, Ubuntu and OpenWrt clients. There seem to be no issues with the server or network, ssh and the acgn webserver respond properly. When updating,
tcpdump says that a TCP connection is established, nothing happens for 30 seconds, then the connection is terminated. The error log stays empty and outgoing files are in the log file. I really don't know what to do here. Does anybody have any ideas?
Update: I used today's openssl security update (which effectively affects every Debian machine on my network) to disable apt-cacher-ng on all of them, which seems seriously lame.
Is there any other place to ask this question?