The interconnected nature of modern systems means that failures like the AWS October 2025 outage can lead to widespread disruptions, affecting services even if the primary application isn't hosted on AWS. Datadog Feature Flags demonstrated resilience during such an outage by leveraging an architecture focused on local evaluation and global distribution of configuration data via CDNs. This design ensures independence from cloud provider outages by caching configuration data locally and evaluating feature flags within applications, thereby maintaining performance and service continuity. The system's resilience is further reinforced by using Fastly for distributing configuration files, which allows applications to initialize and operate using cached data even when primary servers are down. Datadog's approach exemplifies how feature flagging can enhance reliability and facilitate safe deployments during external system failures, with services like Updog.ai providing early outage detection to minimize impact. Datadog Feature Flags is available in preview, offering a robust solution for maintaining application functionality amidst cloud provider issues.