Pivots define Lady Wray's career. As Nicole Wray, the Virginia native struck gold with the hit "Make It Hot" in the late 1990s alongside Missy Elliott and Timbaland. In the 2000s, she patiently waited her turn with the Roc-A-Fella family, only to witness the death of a dynasty. However, in the last decade, Lady Wray has found a new runway and is making the best music of her career alongside Leon Michaels and the Big Crown family. In a conversation with Questlove, Lady Wray revisits her journey. She speaks about her pivots and transformation into an introspective songwriter, how the Black Keys helped her channel a new groove, and her joyful performance on Cover Girl.