<ul>
<li>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.</li>
<li>Be excessively bold in your dating life, stating exactly who and what you want. </li>
<li>Buy difficult books expecting that most of them won’t be useful to you, but also that, occasionally, one will completely change your life. </li>
<li>Say yes to every invitation knowing that most of the events/people will be boring, but that occasionally you’ll meet someone really interesting.</li>
</ul>

“Risky” behavior you should consider

The act of writing forces you to organize your brain.
Vague feelings become structured and measured. And rereading what you write reveals your own logic (or lack thereof). It also reveals new perspectives you hadn’t considered.

Writing stuff down for clarity

Our emotions are obsessed with the present moment because it’s difficult to look past our immediate fears and anxieties. And this prevents good decision-making.
The sweet spot in decision-making is to find the short-term failures that enable huge long-term successes to happen in the first place.

Our emotions are short-term biased

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.

Optimizing life for fewer regrets

How to prioritize what matters, and how good decisions are made.

problemsolving

Problem Solving

communication

Communication

personaldevelopment

Personal Development

timemanagement

Time Management

Making Better Decisions

It will be perfect. Because not only will the hall itself be a bad decision, but anyone who ever attempts to visit it will clearly be making a bad decision as well. Inside the hall, we will have exhibits for all of the worst decisions ever made.

Optimizing life for fewer regrets

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Regret

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