What do Trump supporters talk about when they talk about 2020? This week Ross hosts a special intra-right debate over whether conservatives should support Trump in 2020. He plays “moderate squish” (i.e., NeverTrumper) to Pro-Trump conservatives Dan McCarthy, the editor of Modern Age, and Helen Andrews, a senior editor of The American Conservative. They disagree with Ross about the president’s handling of the coronavirus and argue against his ultimate question for Republicans in 2020: Should conservatives actually hope for a Trump loss in November? 

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