Flip a Coin

“The process of making a decision to make you happier can make you less happy. So how do you win in this seemingly, lose-lose scenario?”

Answer: For any choice where your options are equally good or where you don't have enough information to make an informed decision easily, just flip a coin, and trust the decision it renders as absolute. This allows you to give up control of all the what if scenarios and increase your personal happiness.

FYI: In the extreme case, this is even how I chose which college to go to when I was narrowing down choices, after I had selected as best I could using logic and observation.