https://bugzilla.mindrot.org/show_bug.cgi?id=3380 --- Comment #3 from Darren Tucker <dtucker@dtucker.net> ---
> OpenSSH_7.9p1 Debian-10+deb10u2, OpenSSL 1.1.1d 10 Sep 2019
Firstly, you are using a vendor modified version of OpenSSH. Can you
reproduce the problem with the stock source from openssh.com?
I can't tell timings from those traces, but the first two are showing
two different behaviours from the remote server:
> ssh -vvv -o ConnectTimeout=30 -p 443 user@srvsysssh.com
[...]
> debug1: connect to address 94.86.175.299 port 443: Connection timed out
> ssh: connect to host srvsysssh.com port 443: Connection timed out
The server fails to establish a TCP connection within 30s.
> $ ssh -vvv -o ConnectTimeout=150 -p 443 user@srvsysssh.com
> OpenSSH_7.9p1 Debian-10+deb10u2, OpenSSL 1.1.1d 10 Sep 2019
[...]
> debug1: Connection established.
> debug3: timeout: 29987 ms remain after connect
[...]
> debug1: Local version string SSH-2.0-OpenSSH_7.9p1 Debian-10+deb10u2
> ssh_exchange_identification: Connection closed by remote host
Assuming the transcription is correct, the connection takes ~120s to
come up, then the TCP connection is established but the server does not
reply to the SSH banner and instead closes the connection after some
amount of time I cannot determine (but presumably a bit less than 30
seconds later).
The third trace looks ok from what you have shown.
Given you're using port 443, is it possible there's a transparent web
proxy in the path? or one of those HTTPS/SSH multiplexers? Where are
the significant delays and how long are they?
FWIW your examples work for me both with the stock OpenSSH and a Debian
I happen to have handy (albeit on port 22, which is what the server is
on):
$ ssh -V
OpenSSH_7.9p1 Debian-10+deb10u2, OpenSSL 1.1.1d 10 Sep 2019
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