Cloud outages have prompted a strategic debate among engineering leaders about whether to adopt a multi-cloud approach or stick to a single provider. Multi-cloud strategies, once seen as overly complex, are gaining traction for their resilience, flexibility, and cost-efficiency, enabled by automation tools like Kubernetes and Cast AI. These tools facilitate workload distribution across different cloud environments, ensuring availability and optimizing performance and costs. Conversely, a single-cloud approach offers simplicity and deeper integration with native services but poses risks such as single points of failure and potential pricing vulnerabilities. The choice between these strategies hinges on a company's automation capabilities, with intelligent automation making multi-cloud both feasible and beneficial by handling provisioning, scaling, and governance. Ultimately, the best cloud strategy is one that adapts to business needs and mitigates the risk of outages effectively.