Details: I like the idea of the health monitor but am unsure how often to do it. Weekly? Monthly? Annually?
Many teams ask me this and it does really depend on the project or team. I find that a week or two after a kick off is an excellent time to run a health monitor to work out where the team needs to focus their efforts. Generally, for me, the closer the project gets to completion, the less value a health monitor brings.
Obviously once a project is complete you should have a retro - a brief recap of your project's health monitor can be a nice way to kick it off -great way to see how, over time, the team's health evolved.
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