A few weeks ago, I launched Message Box Pro — a subscription service for people who work in politics and communications at any level. Members get weekly strategy memos, messaging guidance, public opinion analysis, and direct access to me through weekly office hours. Visit messageboxpro.com to learn more or sign up below. If Trump Is So Unpopular, Why Do His Candidates Keep Winning?Plus a look the battle for the House post-Supreme Court and whether Dems should intervene in primaries
Welcome to this week’s mailbag. So many questions this week, and a lot of them came in on Tuesday night and Wednesday morning after a Trump-backed candidate easily beat Representative Thomas Massie in the Kentucky primary. Folks want to know why Trump-backed candidates keep winning primaries despite Trump being so unpopular. It’s a great question, and I want to get right into it, but first, some housekeeping. These mailbags run every Saturday as a special feature for paid subscribers. Subscribe to get full access and drop your questions for future mailbags. And don’t forget to leave your questions for next week’s mailbag in the comments. Karen Quesenberry
AnswerLook, I get it. I, too, tuned in on the night of the Indiana and Kentucky primaries, hoping for Trump to get his comeuppance, and left disappointed to see him win yet again. Like all of you, I was hoping for a sign that Republicans were ready to truly turn on Trump. Alas, that was not the case. But Trump-backed candidates winning primaries is not a positive sign for Republicans heading into the fall. In fact, it may portend the opposite... Continue reading this post for free in the Substack app
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Saturday, May 23, 2026
If Trump Is So Unpopular, Why Do His Candidates Keep Winning?
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Yes, This Was A Very Bad Week For Trump And The Republicans
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