Hello Lucas,

Thanks for taking this up. Yes I can provide you the required
information.

Why I believe this is a bug, is due to using putty there were no issues.

So ssh client is causing the issue. For fixing reducing the MTU of VPN
tunnel interface fixed the issue.

So I think there is still a problem with ssh client with negotiating the
SSH communication.


===
$dpkg -l | grep -i openssh
ii openssh-client 1:7.2p2-4ubuntu2.8 -->
ii openssh-server 1:7.2p2-4ubuntu2.8
ii openssh-sftp-server 1:7.2p2-4ubuntu2.8

$cat /etc/ssh/ssh_config

# This is the ssh client system-wide configuration file.  See
# ssh_config(5) for more information.  This file provides defaults for
# users, and the values can be changed in per-user configuration files
# or on the command line.

# Configuration data is parsed as follows:
#  1. command line options
#  2. user-specific file
#  3. system-wide file
# Any configuration value is only changed the first time it is set.
# Thus, host-specific definitions should be at the beginning of the
# configuration file, and defaults at the end.

# Site-wide defaults for some commonly used options.  For a comprehensive
# list of available options, their meanings and defaults, please see the
# ssh_config(5) man page.

Host *
#   ForwardAgent no
#   ForwardX11 no
#   ForwardX11Trusted yes
#   RhostsRSAAuthentication no
#   RSAAuthentication yes
#   PasswordAuthentication yes
#   HostbasedAuthentication no
#   GSSAPIAuthentication no
#   GSSAPIDelegateCredentials no
#   GSSAPIKeyExchange no
#   GSSAPITrustDNS no
#   BatchMode no
#   CheckHostIP yes
#   AddressFamily any
#   ConnectTimeout 0
#   StrictHostKeyChecking ask
#   IdentityFile ~/.ssh/identity
#   IdentityFile ~/.ssh/id_rsa
#   IdentityFile ~/.ssh/id_dsa
#   IdentityFile ~/.ssh/id_ecdsa
#   IdentityFile ~/.ssh/id_ed25519
#   Port 22
#   Protocol 2
#   Cipher 3des
#   Ciphers 
aes128-ctr,aes192-ctr,aes256-ctr,arcfour256,arcfour128,aes128-cbc,3des-cbc
#   MACs hmac-md5,hmac-sha1,[email protected],hmac-ripemd160
#   EscapeChar ~
#   Tunnel no
#   TunnelDevice any:any
#   PermitLocalCommand no
#   VisualHostKey no
#   ProxyCommand ssh -q -W %h:%p gateway.example.com
#   RekeyLimit 1G 1h
    SendEnv LANG LC_*
    HashKnownHosts yes
    GSSAPIAuthentication yes
    GSSAPIDelegateCredentials no
ForwardX11Trusted yes
ForwardX11Timeout 596h


For VPN client connection  we are using open-connect, so usually connect via 
$sudo openconnect <domain-name> 

$dpkg -l | grep openconnect
ii  libopenconnect5:amd64                      7.06-2build2                     
               amd64        open client for Cisco AnyConnect VPN - shared 
library
ii  openconnect                                7.06-2build2                     
               amd64        open client for Cisco AnyConnect VPN

I'm marking this bug status to confirmed.

Thanks
Jay

** Changed in: linux (Ubuntu)
       Status: Invalid => Confirmed

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https://bugs.launchpad.net/bugs/1874257

Title:
  SSH fails with connection timed out - in VPN and hangs here "expecting
  SSH2_MSG_KEX_ECDH_REPLY" + Ubuntu 16.04.6 LTS

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