Oprah on Her 20s: "I Was a Wreck"

Most people don't have their entire lives figured out in their 20s, but that doesn't stop some of us from feeling like we should.

After a 2001 interview with author Cheryl Richardson, Oprah kept the cameras rolling and took questions from the audience. One 24-year-old, trying to hold back tears, wondered if she should give up her dream of becoming a professional actress to settle for a more lucrative and secure career in marketing and advertising.

Watch as Oprah and Cheryl explain why it's normal to be restless and conflicted in your 20s. Plus, Oprah shares why the diary entries she wrote as a 25-year-old would reveal she too felt like a "wreck."