When Ali Wentworth joined Oprah at the State Fair of Texas, she took on a challenge most women would never dream of—she became a Dallas Cowboys cheerleader for a day, bare midriff and all. She joined Texas' most beloved cheerleaders for a performance that she says was one of the most daring things she's ever done. "It took guts to show my gut," she says. "But as soon as you let go of your ego, I felt kind of empowered."

Watching Ali push her limits gave Oprah an idea. "I said, 'Ali, you can help so many other women who are not willing to step out of their boxes but who want to challenge themselves."

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