Milbank: A brief history of Donald Trump Jr.’s dumb decisions

If Dad were to claim his campaign staff were too dense to conspire, he need only point to his son.

By Dana Milbank

With all the documentation of Russian collusion piling up, President Trump’s best excuse may be that his people were too incompetent to organize a conspiracy. Luckily for him, an innocent-by-reason-of-stupidity defense has the virtue of being plausible.

For example, there is clear and compelling evidence that Donald Trump Jr. is dumb as a post.

This week brings word that the Trump campaign was in direct contact with WikiLeaks, described by Trump’s own CIA director as “a non-state hostile intelligence service often abetted by state actors like Russia.” And who was the point of contact? D’oh! Donald Junior — asking privately for information from WikiLeaks, which at one point suggested an action that the candidate took, in part, just minutes later.

This follows the discovery in July that Junior met with Russians during the campaign. He first claimed the meeting concerned adoption, then admitted it was to get dirt on Hillary Clinton, then said nothing was untoward because the information provided by the Russians “wasn’t helpful.” This, as Jimmy Kimmel pointed out, was like saying “I tried to rob the bank but I forgot they weren’t open on Sundays.”

A tweet pinned to the top of Junior’s Twitter page says, “Life is hard; it’s even harder when you’re stupid.” And Junior should know. Some of his colleagues on the Trump campaign mocked him as “Fredo,” the weak son in “The Godfather.” Trump surrogate Chris Christie euphemistically described Junior as “by no means a sophisticated political actor.”

On Election Day in Virginia last week, Junior issued two tweets, hours apart, urging people to vote — “tomorrow,” the day after the election. The previous week, Junior tweeted that he would take away half his daughter’s Halloween candy because “it’s never to [sic] early to teach her about socialism.” (He seemed not to grasp that trick-or-treating involves handouts.) This was Junior’s second candy-related mishap; he previously shared a tweet likening Syrian refugees to a bowl of Skittles, asking if “I told you just three would kill you, would you take a handful?”

This week, as CNN’s Andrew Kaczynski noticed, irony eluded Junior when he “liked” a tweet discrediting one of Roy Moore’s accusers — because she “has had three divorces” and “filed for bankruptcy three times.”

The 39-year-old Trump once tried to make it on his own, but after a couple of his ventures fizzled, he signed on with Dad, whom Junior has been “helping” ever since. Such as in September 2016, when he posted an image featuring Pepe the Frog, a white-supremacist emblem. Junior pleaded ignorance: “I thought it was a frog in a wig.”

A number of Junior’s tweets over the years call people “morons” and “idiots” for their “unintelligible grammar” and poor spelling. Unfortunately, he routinely makes the same errors himself, sometimes in the tweets labeling others morons. When called on this, he explains, “I just let spelling and grammar go” or “spelling has never been a strong point.”

What has been his strong point? Speaking up for the “moral teaching of the Bible” even though he previously boasted that he had some sexual “hookups I don’t remember.” Telling the public that “if ur a boob guy this whole lactation thing is amazing the sports bra the wife is wearing is losing the containment battle!!!”

His Twitter feed skews Low Playground, with vulgar words, jokes about bestiality and sexual assault and a quip about pretending to be gay so he can put his hands up women’s skirts. When he ventures into big-boy topics, he gets in big trouble. On Twitter and in an interview at the time of former FBI director James B. Comey’s testimony, he inadvertently confirmed one of Comey’s main points. In a campaign interview, Junior spoke of reporters “warming up the gas chamber” for Republicans.

In 2011, he tweeted about Rep. Frederica Wilson (D-Florida) wearing a cowboy hat but confused her for another black woman, Rep. Maxine Waters (D-California), which he spelled “Watters.” He wrote: “Easier 2 take u seriously when u dont [sic] look like a stripper.”

And sometimes the misfires are literal. After safari photos emerged of him in 2012 holding a knife and the tail of a dead elephant, Junior explained, “I HUNT & EAT game.” This year, he observed Earth Day by shooting prairie dogs, which are not widely consumed.

In September, Junior raised a ruckus when he said he didn’t want Secret Service protection. Security experts warned against this, and his protection has since been restored, but maybe Junior was safe all along. Those who want to harm America might conclude that they would do more damage leaving Junior right where he is.

Follow Dana Milbank on Twitter, @Milbank.

Talk to us

> Give us your news tips.

> Send us a letter to the editor.

> More Herald contact information.

More in Opinion

toon
Editorial cartoons for Friday, May 2

A sketcy look at the news of the day.… Continue reading

County Council members Jared Mead, left, and Nate Nehring speak to students on Thursday, Jan. 30, 2025, during Civic Education Day at the Snohomish County Campus in Everett, Washington. (Will Geschke / The Herald)
Editorial: Students get a life lesson in building bridges

Two county officials’ civics campaign is showing the possibilities of discourse and government.

Schwab: Pronatalism and the birth of a nationalism

The Trumpian push for more births seems contradictory to its lack of concern for women and children.

Harrop: Democrats should heed Canada’s win against Trump

The Liberal Party and its leader, Mark Carney, played to identity politics: Canadian identity.

Comment: In U.S. minerals deal, Zelensky is holding some cards

Details of the deal are few, but Ukraine appears to have avoided the worst of Trump’s earlier demands.

Comment: Tariffs haven’t hit economy; doesn’t mean they won’t

Businesses and consumers braced enough for their effect to delay the impacts. The rest is up to Trump.

Comment: A U.S. senator shouldn’t entertain conspiracy theories

Sen. Ron Johnson’s call for an investigation into 9/11 ignores the reams of verified information available.

FILE - This Feb. 6, 2015, file photo, shows a measles, mumps and rubella vaccine on a countertop at a pediatrics clinic in Greenbrae, Calif. Washington state lawmakers voted Tuesday, April 23, 2019 to remove parents' ability to claim a personal or philosophical exemption from vaccinating their children for measles, although medical and religious exemptions will remain. (AP Photo/Eric Risberg, File)
Editorial: Commonsense best shot at avoiding measles epidemic

Without vaccination, misinformation, hesitancy and disease could combine for a deadly epidemic.

Local artist Gabrielle Abbott with her mural "Grateful Steward" at South Lynnwood Park on Wednesday, April 21, 2021 in Lynnwood, Wash. (Olivia Vanni / The Herald)
Editorial: Earth Day calls for trust in act of planting trees

Even amid others’ actions to claw back past work and progress, there’s hope to fight climate change.

Snohomish County Elections employees check signatures on ballots on Tuesday, Oct. 29, 2024 in Everett , Washington. (Olivia Vanni / The Herald)
Editorial: Trump order, SAVE Act do not serve voters

Trump’s and Congress’ meddling in election law will disenfranchise voters and complicate elections.

toon
Editorial cartoons for Thursday, May 1, May Day

A sketchy look at the news of the day.… Continue reading

Comment: A 100-day report card for Trump’s Cabinet

With the exception of his Treasury secretary, Trump’s Cabinet picks have confirmed earlier concerns.

Support local journalism

If you value local news, make a gift now to support the trusted journalism you get in The Daily Herald. Donations processed in this system are not tax deductible.