Java and Python are both excellent tools, and even though programmers usually like nothing better than debating which language, framework, or editor is best, that is not the goal of this post. Each language has strengths and weaknesses, but what I consider interesting is that Java and Python complement each other so well. However, systems using multiple languages face increased complexity in deployment, maintenance, testing, integration, and interoperability. This post aims to answer two main questions through a set of practical hands-on experiments.