What will enough ever be "enough"?

Comedian Jim Carrey presented a similar struggle at the 2016 Golden Globes ceremony. Before announcing the nominees for Best Motion Picture in Comedy, he said to Hollywood's elite:

I am two-time Golden Globe Winner, Jim Carrey. You know, when I go to sleep at night, I'm not just a guy going to sleep. I'm two-time Golden Globe winner, Jim Carrey, going to get some well-needed shut-eye. And when I dream, I don't just dream any old dream. No sir. I dream about being three-time Golden Globe winning actor, Jim Carrey. Because then I would be enough. It would finally be true. And I could stop this terrible search for what I know ultimately won't fulfill me.

The actors, dressed to perfection in designer gowns and tuxedos, doubled over in laughter. But as the camera panned their faces, it seemed that his words rang truer than any of Hollywood (or we) are comfortable admitting.

If a Golden Globe (or three) will not satisfy us, what will?