Fall Into The Gap Year Off

At first blush this sounds life-affirming and take-charge, with a rebellious chaser.
But I have two concerns:
1. How does this work if you're not single?
2. When you come back from your travels and start looking for work, how do you not come off to the those hiring as elitist and a dilettante?

http://nypost.com/2014/03/09/new-yorkers-leave-it-all-behind-for-a-grown-up-gap-year/