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Consider using Kubernetes with Docker Compose for managing your Windows Service and database dependencies. Deploy them as separate services in a single Docker Compose file. Ensure the database service starts before the service, mitigating potential startup issues. Utilize PersistentVolumes (PV) and PersistentVolumeClaims (PVC) to persist data in case of pod restarts or failures. This setup provides scalability, fault tolerance, and data persistence.