Strategy: To increase your risk tolerance, remind yourself of risky decisions that have turned out well.

As with the list of things you’ve done that few other people have, this is not merely a list of accomplishments. The key point is to identify risks you’ve taken, bold moves, and other decisions you made that could have gone south but ended up paying off.

Of course, what’s “bold” for you may be different from me, and vice versa. But here are a few of mine: