A misconfiguration crowdsourcing system arranged to analyze computer system configuration. The computer system configuration may be analyzed with respect to a population of computer systems. In some embodiments, sets of configuration options may be compared for one or more computer systems in a population set. Based on the comparison, a frequency of at least one setting for a client configurable option may be determined. A target characteristic may be identified for a setting of a configuration option based on the frequency of the at least one setting for the configuration option with the population. Computer systems with configuration settings conflicting with target characteristics may be identified as unhealthy.