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Bobby burst onto the scene in 2021 with her dry, sarcastic TikTok content revolving around motherhood. Before transitioning to her podcast, she produced merely 26 videos. The podcast format seemed a perfect fit for her comedic style, and her initial episodes quickly went viral, racking up millions of views. Highlights included a standout episode featuring fellow comedian Funny Marco, which was hailed for its humor and chemistry. However, the trajectory of her career took a notable turn with her interview with Drake, which attracted massive attention but also sowed the seeds of scandal.