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For each directive, the first relevant occurrence in the ssh_config is used.

So with the configuration file below:

• For all hosts, ServerAliveInterval 1 is always used, 4 is never used.
• ConnectTimeout is 2 for work, for other hosts it's 3, ConnectTimeout 8 is never used.
• For all hosts, the ServerAliveCountMax is 5, the work-specific value 6 is never used, not even for work.

ServerAliveInterval 1

Host work
  ConnectTimeout 2

Host *
  ConnectTimeout 3
  ServerAliveInterval 4
  ServerAliveCountMax 5

Host work
  ServerAliveCountMax 6
  ServerAliveInterval 7

ConnectTimeout 8