Local job search on indeed.com Java Developer - 218 Ruby Developer - 28 Python Developer - 24 If your local job environment is analogous to mine, I would sugge

Local job search on indeed.com Java Developer - 218 Ruby Developer - 28 Python Developer - 24 If your local job environment is analogous to mine, I would suggest that you pursue a dual track. Route 1: Keep developing your Java skills - even if that means you need to push yourself beyond your current employer's "simple applications." The nearly 10X difference in job availability suggests that having solid Java skills is income security even if it isn't very sexy. Route 2: Like a couple of others have said, you should continue to learn one or more newer languages on the side and really develop your side projects into something that is an impressive demo of your overall development skills. If you are hoping to get into more of a start-up environment, Ruby should probably be your focus on route 2. If you are into science and/or data you like go with Python. This advice assumes that you have the bandwidth in your life to pursue both routes simultaneously.