Comment by npostolovski

This question is eerily similar to my current situation: hoping to go on a 6 month sabbatical starting in 2017. My goal is to, basically, work on things that I've always dreamed of doing but haven't pursued because of the demands of everyday life.

See Jeff Bezos' regret minimization framework for inspiration: https://www.youtube.com/watch?v=jwG_qR6XmDQ. Imagine yourself at 80. What would you regret not doing?