Part of that memorandum of Mr. Hanshue's refers to directors sitting pretty in thinking they were all set for certain benefits.

Lauren Hutton, 28, was sitting pretty. The omnipresent model had just signed a two-year, $200,000 contract.

I asked her if she realized Michael could be killed in Iraq and she had laughed and said it wouldn't matter as long as she had the baby she would be sitting pretty with his death benefits.

"I was sitting pretty all the time, Derry." Al had laughed at the self-accusation in her eyes. "You can tell them all from me—I was sitting on the world."

That's not a threat, sir, for they have played fair with me, and I sha'n't sacrifice a penny of their money—unless they force me to do so. But—I'm in control. I'm sitting pretty. They can't unseat me, and I warn them not to try.

We were both sitting pretty back then, back in the 20th Century.

Sitting pretty

Meaning

Adj