On November 18, 2025, a significant outage affected numerous major websites, including X, ChatGPT, and Shopify, due to a configuration change in Cloudflare's Bot Management system. This change doubled the size of a configuration file, exceeding its size limit, which led to HTTP 5XX errors and a cascading failure across interconnected services such as Workers KV and Access. The outage highlighted the potential for small errors to snowball into widespread disruptions when systems are tightly interdependent. To mitigate such risks, it's crucial to conduct fault injection experiments like those offered by Gremlin, which simulate cascading failures and test service dependencies. By using these experiments, organizations can identify single points of failure, improve their incident response plans, and enhance their systems' resilience against similar outages.