The Apache Software Foundation, a decentralized community of developers producing open source software, needed an efficient monitoring suite for its many servers facilitating various services across multiple hosting providers. They sought a solution that was easy to deploy and set up, collected useful information, and had extensible monitoring options. Datadog, a hosted service, met these criteria by being quick to deploy, offering default graphs and collected data, and having pre-built integrations for numerous technologies. Real-world examples demonstrate how Datadog has helped the Apache community identify resource abusers, backend capacity problems, and monitor RDMS leader/follower replication. Overall, Datadog has provided valuable and actionable information that has improved their work and prevented potential service disruptions.