I can't speak to best or simplest yet. Puppet, Chef, and Salt all support Windows clients. I would try writing the same recipe in each of them and see which wo

I can't speak to best or simplest yet. Puppet, Chef, and Salt all support Windows clients. I would try writing the same recipe in each of them and see which works best for you. All of them can now support easy, domain-specific languages in JSON or YAML. Puppet is the oldest and has the largest community. Chef is almost as old and large and seems most popular with the Rails community. Salt is the youngest and has the most active contributors.