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Raging Moderates with Scott Galloway and Jessica Tarlov

Trump’s MAGA Loyalty Test Heads to the Ballot Box

May 19, 2026·48m

Scott Galloway and Jessica Tarlov break down the controversy surrounding Trump’s settlement with the IRS and the creation of a fund critics are already calling a political slush fund. With the attorney general set to oversee who receives compensation, major questions are emerging about whether taxpayer money could effectively become a reward system for political allies and January 6 defendants. They also unpack a massive primary night across the country, including Congressman Thomas Massie’s high-stakes battle against a Trump-backed challenger in what has become the most expensive House primary in American history. Plus: lawmakers begin sounding the alarm about AI chatbots spreading election misinformation, raising new concerns about how voters will navigate truth, trust, and political persuasion in the age of artificial intelligence.