HEBRON, Ky. (AP) — Kentucky U.S. Rep. Thomas Massie lost his Republican House primary Tuesday in another test of President Donald Trump’s power over his party after he handpicked challenger and ultimate winner Ed Gallrein to oust the incumbent.

The result showed the president’s persisting influence over GOP voters and adding to a growing number of Trump-backed primary challengers to defeat Republican lawmakers who angered him in his second term, including Sen. Bill Cassidy in Louisiana and several Indiana state senators who defied him on redistricting.

Massie, who has served in Congress since 2012, is one of the last and most outspoken holdouts. He pushed for the release of the Jeffrey Epstein files, criticized the war in Iran and voted against the president’s signature tax legislation last year. Still, he tried to convince voters that they could be for both him and Trump.

Gallrein, a former Navy SEAL, ran on his military service and loyalty to the president and accused Massie of forsaking Trump and the party. He is expected to win the general election against Democrat Melissa Strange in the deeply red district.

The race was the most expensive U.S. House primary in history.

Also Tuesday, Republicans statewide chose U.S. Rep. Andy Barr as their nominee to replace Mitch McConnell, the longtime U.S. Senate leader. In a contest representing a generational changing of the guard for the party, Barr, who was endorsed by Trump, bested Daniel Cameron, a former state attorney general who leaned into his Christianity on the campaign trail.