After college, she wanted to pursue journalism or law, but started working at
Playboy as an intermediate step. After being with the company for five years, she moved up to the position of vice president, the same year that Hugh Hefner declared her the "
heir apparent."
In
1982, she became president of
Playboy Enterprises. Then in
1988 she was made chairman of the board and CEO for
Playboy Enterprises, and still holds this position. She created the
Hugh M. Hefner First Amendment Award in honor of her father. Winners previous to 2007 have included famed
First Amendment lawyers, the political satirist and comedian Bill Maher, a high school student who successfully defended her right to form a gay/straight alliance at her Texas school, and the AP reporter who sued for the release of thousands of pages of Guantánamo Bay tribunal transcripts that revealed evidence of prisoner abuse.