Jack Schlossberg—writer, lawyer, political correspondent, and the only grandson of President John F. Kennedy—joins live at the On Air Fest to discuss political legacy, internet culture, and the future of Democratic leadership. With humor and candor, he reflects on growing up in a historic political family, the power and peril of social media, the spread of misinformation, and why authenticity and risk-taking are essential to reaching a new generation of voters.

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