It sounded like part of his point was to get more comfortable with not always being goal-oriented and not always thinking that they have to have plans and goals. For some people, the compulsion to always optimize their time and do big meaningful epic things (including things like taking a month backpacking in the Rockies instead of using that month to lounge around and decompress :) can become so strong as to be oppressive. After many years it can actually suck the joy out of life.