I don't think you can plan this for more then 5 years out, if that. The industry is moving to fast lately - new ways of doing things are constantly coming out,

I don't think you can plan this for more then 5 years out, if that. The industry is moving to fast lately - new ways of doing things are constantly coming out, new frameworks, etc... I like to watch the job boards (regardless if I'm looking or not) careers.stackoverflow.com, cybercoders.com, dice.com - search a keyword (angularjs, docker, nodejs, etc... ) and see what you get - if it looks like there's a good amount of demand, run in that direction. Personally, my money is on frontend (angularjs, react), nodejs and mobile (react native, obj-c, swift) - all signs point to an increasingly mobile world - it's time to start learning those things to stay relevant.