I have nothing against ongoing training and learning what is good from the latest fashions in the market.
But I think your "marketability" (how attractive you are to potential bosses/hiring staff) depends on how much your skills are tied to any specific tool/software, and how you reflect that into your CV. IMHO, you should focus on providing good highlights of your previous job roles, and clear descriptions of your skills more than your obsession with the latest tools& versions. Things like personal projects, philanthropic and academic achievements (papers, posters, projects, not your grades, unless you are fresh out of high-school) are also surprisingly good eye catchers for hiring staff/potential bosses.
Unless your potential boss demands a ultra-super-duper expert in any piece of software, they will simply look for the most outstanding CV from the bunch, in terms of clearly understandable experience and roles, and displaying 'the right' attitude (team worker, self driven, self teaching, etc).