Original Air Date: Aug 28, 2019 In a live conversation, Oprah sits down with New York Times best-selling author Cheryl Strayed. As a part of her “Path Made Clear” book tour, Oprah is joined on stage in front of a live audience by this special guest for a unique one-on-one conversation. Oprah and Cheryl discuss the meaning of forgiveness, the importance of vulnerability and the meaning of regret. Cheryl also talks about turning 50 and why she now puts herself first. Cheryl’s best-selling memoir “Wild,” which recounted her spiritual journey hiking the Pacific Crest Trail, was chosen as an Oprah’s Book Club selection and went on to become a critically acclaimed film starring Reese Witherspoon.