October 12, 2025
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31:24Now PlayingDon sits down with Ashley Allison, political strategist, communications expert, and former senior staffer in both the Obama and Biden administrations, for an in-depth conversation about the future of media and representation.
Ashley, now the founder and CEO of Watering Hole Media, recently made headlines with her company’s acquisition of The Root, one of the most influential Black media outlets in the country. Together, Don and Ashley discuss why representation in media matters more than ever, the power of independent storytelling, and how the media landscape is evolving in real time.
A smart, timely, and inspiring conversation about ownership, voice, and the future of truth in media.
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