Pillay began working as a journalist in January 2007 at News24, after winning a bursary from the publication to complete her honours degree. She later joined the
Mail & Guardian in 2009, where she rose quickly within the ranks of the publication. She was an early adopter of digital within journalism, winning two first-time digital categories at traditional journalism awards. In 2012 she won the prestigious
CNN African Journalist of the Year award in the inaugural digital journalism category. In 2013 she won the inaugural Standard Bank Sikuvile award for multiplatform journalism. Pillay has written extensively about race and gender. She contributed an essay to the collection,
Categories of Persons (2013) about popular culture and language. In 2015 she was appointed as the editor-in-chief of the
Mail & Guardian. Pillay was known for creating a strong editorial team and helped the
Mail & Guardian grow in circulation. She increased year-on-year total circulation every quarter during her time as editor-in-chief of the M&G, the only SA newspaper in any category to do so in that period. In 2015 she was selected as one of the
BBC’s 100 Women. In 2016 she won the Standard Bank Sikuvile award in the columns/editorial category for a body of her work as a columnist. On 1 November 2016 she was headhunted for the position of editor-in-chief at
The Huffington Post (South Africa). After resigning on principle she joined radio station POWER 98.7 as head of digital. == Controversy ==