- They've shed their pride and can openly discuss their loneliness and sadness.
- They can face their self-hatred and accept their regrets.
- They have an optimal perspective on their unhappiness.
- They understand and empathize with your strangest, oddest, most lamentable things.
- They are familiar with all kinds of follies around sex, status, love, or money.
- They are not attached to seeming sane or normal.
- They acknowledge that life is mostly pain, mystery, and error.
- They've had the courage to fathom their full propensities to cowardice and corruption.
- They don't care about your reputation, combining a thorough misanthropy for the group with a deep love and tenderness for the individual.
- They've been through their obsessions and have come out the other side.
- They can let their humor get very dark due to the gap between their hopes and their experience.
- They've gone into the weirdest bits of themselves and will therefore understand the oddest bits about you.
- They don't expect life as a whole to go right and can laugh with exceptional richness and glee against a backdrop of despair.
via How to Spot the Loveliest People in the World