The chapter unfolds the personal and professional journey of renowned political commentators Charlemagne the God and Angela Rye, exploring their backgrounds, success stories, and challenges in the media industry. It delves into a specific incident of misinterpretation in a high-profile interview, leading to discussions on the complexities of voting choices and holding politicians accountable. The conversation delves into the art of conducting political interviews, the influence of industry mentors, and the crucial theme of speaking truth to power in marginalized communities.