Daniel H. Pink

I have hundreds of regrets around the world that go like this.

X years ago, there was a man slash woman whom I really liked.

I wanted to ask him or her out on a date, but I was too scared to do it.

And I've regretted it ever since.

I also have hundreds of regrets by people who say, oh, I've always wanted to start a business, but I never had the guts to do that.

People who said, oh, I always, like, I wish I had spoken up more.

I wish I had said something and asserted myself.

These are what, as I said before, what I call boldness regrets.

And we get to a juncture in our life and we have a choice.

We can play it safe or we can take the chance.

And what I found is overwhelmingly people regret not taking the chance.

Even people who took the chance and it didn't work out don't really have many regrets about that.

It's the people who didn't take the chance.

So this is boldness regrets.

Boldness regrets sound like this.

If only I'd taken the chance.

Third category, moral regrets.

Very interesting, very interesting category.

These are people who, again, a lot of these regrets begin at a juncture.

You're at a juncture.