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I'm having trouble connecting to a remote host and the message provided is not helpful. This appears to be a generic error message when probing and can be caused by various things. Are there any steps I should be taking in general to debug this error? 

I'm running Windows 10 Pro and am connecting to Ubuntu on Bash/WSL

Connecting to host id test failed. Please check your configuration. Output received:

Connecting to ::1 port 2200 
We claim version: SSH-2.0-PuTTY_Release_0.69 
Server version: SSH-2.0-OpenSSH_7.2p2 Ubuntu-4ubuntu2.1 
Using SSH protocol version 2 
Doing ECDH key exchange with curve Curve25519 and hash SHA-256 
Server also has ecdsa-sha2-nistp256/ssh-rsa host keys, but we don't know any of them 
Host key fingerprint is: 
ssh-ed25519 256 52:36:b1:ff:c0:c4:1c:54:8e:d4:5a:47:22:3f:f2:1c 
Initialised AES-256 SDCTR client->server encryption 
Initialised HMAC-SHA-256 client->server MAC algorithm 
Initialised AES-256 SDCTR server->client encryption 
Initialised HMAC-SHA-256 server->client MAC algorithm 
Pageant is running. Requesting keys. 
Pageant has 1 SSH-2 keys 
Using username "ubuntu". 
Trying Pageant key #0 
Authenticating with public key "rsa-key-20170615" from agent 
Sending Pageant's response 
Access granted 
Opening session as main channel 
Opened main channel 
Requesting remote port 50010 forward to 127.0.0.1:52320 
Remote port forwarding from 50010 enabled 
Started a shell/command 
Created meta importer
(' Added dir', '/home/ubuntu/winghome/bin/dbg/src/debug')
(' Added dir', '/home/ubuntu/winghome/src/debug')
(' Added dir', '/home/ubuntu/winghome/bin/dbg/src/wingbase')
(' Added dir', '/home/ubuntu/winghome/src/wingbase')
Server sent command exit status 0 
SSH client exited errno=0

I'm having trouble connecting to a remote host and the message provided is not helpful. This appears to be a generic error message when probing and can be caused by various things. Are there any steps I should be taking in general to debug this error? 

error?    I'm running Windows 10 Pro and am connecting to Ubuntu on Bash/WSL

Bash/WSL
 
Connecting to host id test failed. Please check your configuration. Output received:

received:
 
Connecting to ::1 port 2200 
We claim version: SSH-2.0-PuTTY_Release_0.69 
Server version: SSH-2.0-OpenSSH_7.2p2 Ubuntu-4ubuntu2.1 
Using SSH protocol version 2 
Doing ECDH key exchange with curve Curve25519 and hash SHA-256 
Server also has ecdsa-sha2-nistp256/ssh-rsa host keys, but we don't know any of them 
Host key fingerprint is: 
ssh-ed25519 256 52:36:b1:ff:c0:c4:1c:54:8e:d4:5a:47:22:3f:f2:1c 
Initialised AES-256 SDCTR client->server encryption 
Initialised HMAC-SHA-256 client->server MAC algorithm 
Initialised AES-256 SDCTR server->client encryption 
Initialised HMAC-SHA-256 server->client MAC algorithm 
Pageant is running. Requesting keys. 
Pageant has 1 SSH-2 keys 
Using username "ubuntu". 
Trying Pageant key #0 
Authenticating with public key "rsa-key-20170615" from agent 
Sending Pageant's response 
Access granted 
Opening session as main channel 
Opened main channel 
Requesting remote port 50010 forward to 127.0.0.1:52320 
Remote port forwarding from 50010 enabled 
Started a shell/command 
Created meta importer
(' Added dir', '/home/ubuntu/winghome/bin/dbg/src/debug')
(' Added dir', '/home/ubuntu/winghome/src/debug')
(' Added dir', '/home/ubuntu/winghome/bin/dbg/src/wingbase')
(' Added dir', '/home/ubuntu/winghome/src/wingbase')
Server sent command exit status 0 
SSH client exited errno=0