The author's journey in DevOps began with a focus on configuration management at Juniper Networks, where they utilized Puppet to manage cloud infrastructure. This experience shaped their initial understanding of DevOps as operations-centric. Their perspective broadened during a role at Puppet, where they engaged with network automation and discovered the importance of business justification for automation beyond configuration management. A significant shift occurred at Datadog, where they immersed themselves in observability, notably Application Performance Monitoring (APM) and distributed tracing, which transformed their view of DevOps to include monitoring and data correlation across silos. This comprehensive exposure to the DevOps lifecycle has expanded their mindset, highlighting the continuous evolution and learning within the field. The author encourages others to reflect on their DevOps journeys and explore areas such as observability and API automation.