Transitioning to containerization using Kubernetes offers modern organizations significant flexibility and automation for deploying, managing, and scaling applications, but it also presents several challenges. These include issues like container sprawl, which can waste resources if not managed properly, and the complexity of Kubernetes' non-native API management, which can lead to inconsistencies if not addressed with tools like Kubernetes Ingress Controllers. Additionally, the default visualization tools in Kubernetes are often insufficient, prompting teams to seek additional technologies such as ELK Stack, Grafana, or Prometheus for better visibility. Security remains a top concern, with Kubernetes' role-based access control being complex and time-consuming, although solutions like Red Hat OpenShift can help streamline these processes. To overcome these hurdles, organizations are encouraged to invest in peripheral containerization software and robust API management solutions, which can help maintain consistent security and governance while allowing teams to focus on innovation.