One of Donald Trump's most outspoken critics in Congress has lost his seat of two decades.
Texas Democratic Congressman Al Green fell in his member-on-member primary runoff to Congressman Christian Menefee on Tuesday.
The 38-year-old Menefee was projected to beat Green, 78, in the Houston-based district, according to the Associated Press.
Menefee and Green went to a runoff after neither candidate secured a majority in the March 3 primary election.
During that contest, Menefee took 46 percent of the vote compared to Green's 44 percent.
After Republicans in Texas redrew the state's congressional maps, Democrats are expected to lose between two and five seats in the midterms because of the redraw. That forced Democratic incumbents into uncomfortable races against each other.
Menefee's clear victory is another sign that patches of Democratic voters are looking for a new younger generation of representation.
The 11-term Green has long tormented Trump; he filed articles of impeachment against the President at least six times.
Congressman Al Green lost his reelection bid on Tuesday. He famously interrupted Trump during several of the Republican's speeches and filed articles of impeachment against the President at least six times
Congressman Christian Menefee (R) beat Congressman Al Green
Green made waves by bringing a sign that read 'Black people aren't apes,' to Trump's State of the Union address earlier this year, referring to an unfortunate video post from the President that the White House blamed on a 'boomer' editor.
The stunt got him tossed from the speech from the Sergeant at Arms.
A year before Green was expelled for heckling from the House chamber during Trump's joint address before Congress, the stand-in for the State of the Union when a President's newly sworn-in. During that address, Green stood up, pointed his cane at the dais and shouted, 'You have no mandate to cut Medicaid.'
The congressman was censured for his outbursts.
Green's impeachment effort against Trump started back in 2017 and he most recently tried again in December, pointing to how the President said on Truth Social that some Democratic lawmakers should be executed for pushing troops to not follow illegal orders.
It's a shocking result for Green, who generally performed well in his Houston-area district. But there were new adversaries out to get him.
A crytocurrency super PAC named Fairshake spent $6.5 million against him or for Menefee during the two rounds of voting, according to the New York Times.
In 2024, Green ran unopposed in the Democratic primary.
He first won election to the House in 2004.
Menefee previously served as county attorney for Harris County, Texas. He was sworn-in on February 2.