As a recovering java enterprise developer I'd say pick a small project you are interested in and another language you are not familiar with and try it out. I f

As a recovering java enterprise developer I'd say pick a small project you are interested in and another language you are not familiar with and try it out. I found ruby an easier transition from java than python, Go might be interesting for you if you are coming from c++. Just make a small app in your free time and realize that a ridiculous number of startups these days have code bases measured in thousands of lines of code rather than millions. It is wonderful to live in a world where you can hope to understand the whole system.