Forever in his father's shadow or natural heir to a political dynasty? The rise of Donald Trump Jr

Donald Trump Jr - Paul Hennessy/Alamy
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Donald Trump Jr’s stump speech in Orlando appeared in trouble just minutes after taking to the stage during a bus tour with a cage fighter dubbed ‘Fighters Against Socialism’.

The president’s oldest son had barely got going when the Heavens opened, soaking his checkered shirt and jeans.

For a while, as crowd members scrambled for yellow ponchos, it looked like he may have to stop. But then someone passed an umbrella and the trademark Trumpisms kicked-in. “We keep going guys!” Mr Trump Jr hollored into the mic, to cheers from the Floridians.

“This isn’t a Biden rally, we’re not going to do it from a basement!”

If the counter-punch had the ring of his father, so too did the rush of supporters for selfies and signatures 30 minutes later, when the tub-thumping ended and the sun was back out.

One woman, her white hat now bearing a name scrawled in black ink, was asked if she could ever imagine voting for the younger Trump for president. “Absolutely” she said, without skipping a beat.

The idea that a Trump sibling could one day follow their father into running for the White House may appear preposterous. None have ever been elected to public office or even tried.

But then nor had their dad. And in today’s fractured and contentious American political scene, they have something just as valuable as experience to a not insignificant portion of the electorate - the Trump surname.

If Mr Trump loses the election next month, an almighty Republican civil war will break into the open, pitting the president’s impassioned base against moderates seeking to draw a line.

If he wins, in Washington DC, a city always looking to the next battle, the starting gun will be fired on the succession games. Specifically, who will be the Republican Party's 2024 presidential nominee.

Could one Trump follow another? Many in the Orlando crowd thought so.

“It could be him or it could be his sister,” said Joe, a 68-year-old recently laid off from his crowd control job at nearby Disney World.  “They live and breathe the average person. And if you know anything about Donald Trump it’s that he treats people like people”, he added, referencing the president’s past business life.

Scott Bilodeau, a 50-year-old photocopier technician and lifelong Republican wearing a US flag baseball cap, agreed. “He tells it like it is,” he said of Mr Trump Jr.

“He doesn't mince his words. He doesn't mind running out a profanity or two. Who cares? Normal people speak like that. He’s not looking for people who would be horrified if you drop an f-bomb.”

Father and son in 2016 before Trump made a name for himself on the campaign trail - Ethan Miller/Getty
Father and son in 2016 before Trump made a name for himself on the campaign trail - Ethan Miller/Getty

The emergence of Trump Jr as keeper of the Trump political flame could not have been predicted a decade ago. Aged 42 now, in his youth there were signs of discomfort about the fame his father built as property mogul and New York personality.

At the University of Pennsylvania Mr Trump Jr's nickname among fraternity brothers was “Ron Rump”, according to The New York Times, who quoted one saying it gave him “anonymity”.

Asked by a journalist in 2010 if there was pressure being a Trump son, he said yes. “There probably shouldn't be. But there is for me, because you want to please someone like that, and he's a perfectionist,” Mr Trump Jr said.

“There's definitely always that shadow that follows you around, like how is this guy, the son of someone so good at what he does, going to act?”

It was a question Mr Trump Sr appears aware of too. His first wife Ivanka wrote in a memoir how her husband reacted to her suggestion of calling their son Donald Jr. “You can't do that!” Mr Trump Sr is quoted saying. “What if he's a loser?”

Yet Mr Trump Jr was taken into his father's business world, appearing on The Apprentice. He became an avid hunter, something which eventually benefited his dad.

“Don, great, now you can do something that actually helps me”, one Trump world figure recalls the father saying when Mr Trump Jr went hunting with the Iowa governor as a publicity stunt ahead of the state's 2016 Republican primary.

Mr Trump Jr was assigned to help run the family business, the Trump Organisation, with brother Eric when their father became president. They did not follow Ivanka, their sister, into the White House.

But, drawn to politics, Mr Trump Jr soon became a hit on the Republican donor circuit. During the 2018 midterm elections he spent months touring the country to appear alongside congressional candidates, drawing out supporters and dollars.

This year it is the same but intensified. This week Mr Trump Jr held around 25 different events in more than half a dozen states, aides say. He plans to keep doing the same until election day on November 3.

There have been controversies. An avid social media user like his dad, Mr Trump Jr has sparked criticism. He once tweeted an image of Pepe the Frog, an internet memo embraced by white nationalists. He said he was unaware of the link.

Sam Nunberg, who advised Mr Trump Sr on politics between 2011 and 2015, including the groundwork for his 2016 presidential campaign, is not surprised about Mr Trump Jr’s move into campaigning.

“He is the most politically attuned out of the children to the type of voter, the movement and the types of campaign his father was going to run and be successful at,” Mr Nunberg told The Telegraph.

“He comes off as a regular type guy who still works hard and wasn’t raised with a golden spoon. He appears very relatable. He is the biggest political asset out of all the president’s children.”

A senior Trump campaign operative helping run states in the West agreed. “He’s a lot like his dad. I think that’s why the grassroots like him.”

If he runs for office, statewide posts could be sought first - such as the governorship of Florida. Numerous Trump voters waved away criticism that, like the Clintons and the Bushes, this would be setting up just another insider political dynasty.

Trump Jr and Kimberly Guilfoyle, the former Fox News host
Trump Jr and Kimberly Guilfoyle, the former Fox News host

Or perhaps he will never run. One figure close to Mr Trump Jr has moved to dampen down speculation. "You can be plenty involved in politics without being a politician yourself", the source said.

His support among the base was apparent on another stop this week in outer Las Vegas. A similarly sized crowd to Orlando had gathered at an engineering firm as the sun set before a backdrop of the Nevada mountains.

Mr Trump Jr was close to an hour late but the crowd stayed. Again, cage fighters were part of the warm-up act - "Warriors for Trump" - with one lofting a championship belt above her head when name-checked.

And again, the audience was whooping along once the speech began.

For more than half an hour he spoke at pinball speed without a teleprompter. His speeches have similarities with his father - Mr Trump Jr moves his hands like he is playing an accordion when in mid-flow and is at ease on stage.

There are differences too: More swear words and more jokes. Humour is deployed almost every minute and is often cutting, aimed at political opponents or - just as often - the media.

Near the end of the Vegas event, he praised the president’s decision to run for the top job. “My father’s doing this for you guys,” he said. “He didn’t need this job. I can assure you he had a pretty awesome life.”

As the music kicked in and the crowd again rushed forward for selfies, The Telegraph got close enough to shout two questions. Was he enjoying the campaign trail? “Always."

And do you think you will ever run for office? “‘I’m only focused on this right now”, came the response. It was not a no.

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