Ezra's Bookshelf

Does Trump Want to Lose the Midterms?

with Liam Donovan

5/29/2026

Recommended books

listen to the episode →
President Trump doesn’t seem to care that much about winning the midterms. He’s more unpopular at this point in his second term than basically any of his modern predecessors. Democrats seem poised to retake the House and have a real chance of retaking the Senate. You might expect a president in that position to pivot to the center, to focus on voters’ top concerns and try to boost the strongest Republicans in key races. Trump isn’t doing any of that. Instead, he announced a $1.8 billion slush fund to pay out “victims of lawfare,” he threatened to re-escalate the Iran war, and he intervened in Republican primaries in ways that are gifts to Democrats, like endorsing the scandal-plagued Ken Paxton over the incumbent, John Cornyn, in Texas’ Senate race. Why doesn’t Trump seem to care more about winning? Liam Donovan is a Republican strategist and a president at Targeted Victory, a Washington public affairs and digital marketing firm. He has worked on the National Republican Senatorial Committee and for Cornyn. In this conversation, we discuss the moves Trump is making, the rough political environment for Republicans and what the paths to Democratic victories look like.