Hit this looking at #612.It turns out you can't actually run sshd out of the box as non-root on port 2222.ssh -vvv -p 2222... fails with read_passphrase: can't open /dev/tty: Permission denied.This is because on WSL, /dev/tty has root:tty 600 permissions. On native Ubuntu it appears to be 666. sshd performs as expected if you sudo chmod 666 /dev/tty, but the perms are not persisted across bash ...