“If a political campaign wanted to hire me to do viral marketing stuff for them, that could be interesting,” he mused. I asked if he’d work on a Trump 2020 campaign. “It depends on the specifics,” he said.

CarpeDonktum started making memes, like countless other online Trump supporters, after spending time on Reddit’s The_Donald forum. The forum has come under scrutiny for alleged instances of harassment and sometimes hosting content alleged to be from white nationalist personalities or communities. CarpeDonktum denied such behavior went on in the forums.

His first public meme was posted in the summer of 2017, when Mr. Trump tweeted an infamous gif made by a Reddit user depicting the president body slamming a wrestler whose face had been replaced by CNN’s logo. He argues that the nod from Trump and the fallout after the tweet encouraged a race on the pro-Trump internet to create the most elaborate meme to troll mainstream media organizations. “That’s when the game changed,” he said, “and memes went from being crummy images to these high-fidelity ones.”

Since, CarpeDonktum said he’s gone from creating the videos frame by frame in Microsoft’s Paint program, to using the expensive, high-powered motion graphics software, Adobe After Effects. Last year he won a $10,000 meme contest hosted by the conspiracy site Infowars and now said that he gets more than dozen requests per day to make bespoke political memes. While he said he doesn’t “need or care about the money” he expressed hope that his information warfare tactics could someday lead to something more — like a job doing viral marketing for political candidates.

According to their creator, it’s no fluke that the videos caught the eye of the president; he tailors them to an older generation of internet users. The elaborate memes feature footage from old Looney Tunes cartoons or depict Mr. Trump as a cowboy from an old John Wayne-style Western, slapping a man with a CNN or MSNBC logo across its head. “It’s boomer humor,” he said of his style of videos. “I’m not a boomer. But that brand of humor is most easily shareable by lots of people. So, I stay away from real violence, or overly sexualized stuff so it appeals to the largest amount of people.”

The strategy works. The videos share extremely well among an aging Trump supporter contingent who are prolific and aggressive posters of misinformation and hyperpartisan content on platforms like Facebook. They also make the rounds on Fox News. “Sean Hannity is going to play the video tonight,” he told me (a short clip ran early in his Hannity’s broadcast). “Some kids that are 18 can retweet it and so can some grandma in Wisconsin. It’s slightly edgy but universal.”

Though his videos are dressed up using cartoons or slapstick humor, all of them center on the incendiary, offensive and hyperpartisan themes of Mr. Trump’s politics (the wall, anti-media sentiment, making fun of Hillary Clinton and other Democrats). And CarpeDonktum, who described himself as “an entertainer” who “wants to make people laugh,” is not above engaging in all-caps Trumpian politics (which includes angrily tweeting at liberal politicians). His desire not to reveal his name suggests that he’s aware that those outside Trumpland find his content toxic.