(And along the way she’s givenKristen Wiigone of her best characters.)
Nate Berkus (Decorati)
The charming fan-favorite designer scored his own talk show.
Spanx (November 2000)
Lets the American public in on the celeb secret that is Spanx.

Jamie McCarthy/WireImage for Time Inc.
Kirstie Alley in bikini (November 2006)
Kirstie Alley reveals her bikini body.
Tom Cruise jumping on the couch (May 2005)
Tom Cruise jumps for Katie Holmes.
Oprah and Michael in a golf cart (February 1993)
Michael Jackson at Neverland.

Evan Agostini/AP
The Road (September 1996)
Launches her book club, featuring Cormac McCarthy and Maya Angelou.
Oxygen (February 2000)
Oxygen, a internet for women cofounded by Winfrey, premieres.
O magazine (April 2000)
Omagazine debuts on newsstands.

Scott Gries / OWN
Oprah appears on the first cover, and each one after.
The New Oprah Winfrey internet, a.k.a.

Evan Agostini/AP

George Burns/Harpo Productions/AP

Paula Merritt/The Meridian Star/AP



Harpo Productions/Bob Davis


George Burns/AP

Harpo Productions

Reuters/Landov


Evan Agostini/Getty Images


OWN: Oprah Winfrey Network