Optimizing life for fewer regrets

Most of us are afraid of messing thing up. But we rarely ask, “Would I regret that failure?” If the answer is “no,” then that is absolutely a risk you should pursue.

Sometimes, the right decision becomes crystal clear when put into these terms.

Risky” behavior you should consider





• Propose “moonshot” ideas, knowing that 90% of them will get shot down, but that if one of them gets accepted, it will be a huge boost to your career.



• Be excessively bold in your dating life, stating exactly who and what you want. 



• Buy difficult books expecting that most of them won’t be useful to you, but also that, occasionally, one will completely change your life. 



• Say yes to every invitation knowing that most of the events/people will be boring, but that occasionally you’ll meet someone really interesting.