The journey to cloud is an ongoing challenge for many enterprises. Some organizations have tackled this endeavor easily, while others have delayed the process, waiting for the right time or technology to get started. In this session, we will describe the migration of a production application from a solo monolith to an application system augmented with MicroProfile microservices. In this case, the application team opted maximize the value of their investment: maintain the original application and enhance it with services that surround it. We will include technical challenges and how we overcame them using Helidon, an open-source framework that makes it easy to write Java microservices, including MicroProfile microservices that easily integrate with Jakarta EE applications.