Five years ago, the talk show titan’s altruism turned into the worst crisis of her adult life. Rather than abandon her South African school, Winfrey learnt from her mistakes—and doubled down on what she believed in
At the front entrance of Oprah Winfrey’s school, flanked by blue gum trees and veld grass, the South African flag sits at half-mast. Four days earlier, police opened fire on striking workers at a platinum mine two hours north, killing 34. At daily assembly in the campus’ plush auditorium, 296 girls in grass-green blazers and pleated skirts bow their heads, some muttering prayers.
Grieving is a practised skill for pupils of the Oprah Winfrey Leadership Academy for Girls (OWLAG). The school’s student body collectively endures, on average, the death of one primary caregiver a week, and they formally mourn together every Monday. “This is the real South Africa,” says Anne van Zyl, the school’s fourth head of academy in five years. “They’ve seen AIDS. They’ve seen violence.”
Eighteen-year-old Mashadi is typical: Her father died four years ago, leaving her mother as the sole breadwinner. But as her former classmates remember the miners, she’s preparing for a new ritual. That same week in August, Mashadi and Winfrey hit Bed Bath & Beyond in Boston picking out twin sheet sets and other necessities for Mashadi’s dorm room at Wellesley College with the six other girls from the first graduating class at OWLAG (oh-lag, as students call it) starting at a US college this autumn. Mashadi comes from Alexandra, a poor, dangerous township of corrugated iron shacks on Johannesburg’s northern outskirts. At home, she shares a single bed with her mother, a domestic worker for a white family. She didn’t consider college until the 11th grade. “I wondered, who do I leave my mom with?” she says. Adds Winfrey: “There isn’t a toilet in her house, there isn’t water in the house. And she’ll be at Wellesley.”
Following the sheet-shopping, the woman who students all call ‘Mom-Oprah’ drags the freshman posse to a Target. As starstruck back-to-school shoppers gawk and the seven girls fill their baskets with notebooks, cutlery and other supplies, Winfrey has to unexpectedly compose herself.
The 58-year-old media billionaire held it together at her school’s first graduation in January, when 72 girls in neat white dresses filed out of the auditorium into the midsummer sunshine, every single one headed to university in a country where only 14 percent of the black population graduate from high school. But picking out dorm towels, the kind of rite that an upper-middle-class American takes for granted, drove home the magnitude of their journey. “I just realised: Oh, Jesus, this actually happened,” Winfrey tells Forbes days later, back at the 42-acre coastal estate near Santa Barbara, California, where she’s lived full-time since wrapping her Chicago talk show in May last year.
While she won’t say it explicitly, the emotion surely also stems from relief—and a feeling of redemption. Soon after it opened five years ago, Winfrey’s school was the subject of a sex abuse scandal that reached international scope, owing to its founder’s fame, with a dose of schadenfreude from those weary of a woman who five times a week for 25 years had effortlessly turned no-names into bestselling authors, shrinks into gurus and audience members into shrieking new car owners.