Companies large and small, new and mature, are seeing the benefits of cloud computing. There are many paths to get to the cloud, and that often depends on the maturity of the organization and the willingness of senior management to enact the change required. Regardless of the type of organization, the shift to cloud computing is a journey that will take time, effort, and persistence to be successful. It is easy for a company to say they want to be cloud native; however, for most companies, getting there is a complex and difficult prospect. For organizations that are mature and have lots of legacy workloads and manage data centers, they will have to not only identify a roadmap and plan for migration, but also manage the people and process aspect of the journey. For companies that are newer and don't have a lot of technical debt in the form of traditional workloads, their journey will accelerate with the cloud being the place of early experimentation; however, maturing to a cloud native enterprise will still take time.