Despite his best efforts, Donald Trump’s one-term presidency came to an end on Wednesday, January 20 as Joe Biden was sworn in as the 46th President of the United States from the West Front of the Capitol in Washington D.C. and becoming the first president in more than 150 years to skip his successor’s inauguration. Trump and the now-former First Lady Melania Trump held a sparsely attended early farewell ceremony at Joint Base Andrews.
“We will be back in some form,” the 74-year-old said as his parting words, suggesting he may remain in the political game. “Have a good life. We will see you soon.”
The 74-year-old then took off for his Mar-a-Lago estate in Palm Beach, Florida, where he plans to live out his post-presidency days (at least for now). Seeing them off were four of his five children: his older daughter, White House senior adviser Ivanka Trump, and her husband, Trump senior adviser Jared Kushner, his oldest son Donald Trump Jr., and his girlfriend, Kimberly Guilfoyle, Eric Trump, the president’s second-oldest son and wife Lara Trump, and his youngest daughter, Tiffany.
The Trump presidency had been a family affair since the beginning, so the big question is, where does everyone go from here? From political aspirations to house hunting, we are breaking down what the future holds for each of the former president’s offspring below.
Donald Trump Jr.
Trump’s oldest child serves as a trustee and executive vice president of the Trump Organization, running the company alongside his younger brother Eric. During their father’s presidency, the brothers continued to do deals and investments in foreign countries, as well as collect payments in their U.S. properties from foreign governments, despite a pledge that they would not do so. Donald Jr. found himself in some hot water a number of times in the last four years from his involvement with Russia and their interference in the 2016 United States elections and his correspondence with WikiLeaks.
His aggressive, incendiary speaking style made him a prominent figure among his father’s most feverish supporters, developing what The Washington Post called a “public persona as a right-wing provocateur and ardent defender of Trumpism.” The author of two books, 2019’s Triggered and 2020’s Liberal Privilege, he was once described by a Trump aide as the “emotional center of the MAGA universe” and next in line in part of a future political dynasty. He even tweeted a photo of a “Don Jr. 2024” flag to Instagram.
After his father lost reelection, he played a prominent role in the attempts to overturn the results. He threatened Republican lawmakers who did not help his father overturn the election and advocated for “total war.” Moments before the deadly January 6 attack on the U.S. Capitol, together with his father and other speakers, the 43-year-old riled up the crowd, warning Congress members who wouldn’t overturn the election, “If you’re gonna be the zero and not the hero, we’re coming for you.” D.C. Attorney General Karl Racine has since said that Donald Jr. is now a person of interest in the criminal investigation of the attack and he is looking at whether to charge him with inciting the violence.
This isn’t the only legal headache looming over Donald Jr. On January 14, it became known that the father-of-five is a person of interest in the criminal investigation into misuse of his father’s inaugural funds in Washington D.C., and that prosecutors intend to interview him over his role in “grossly overpaying” for use of event space at the Trump Hotel in Washington for the 2017 inauguration. He is also tangled up in federal and New York State investigations into the Trump Organization regarding allegations of tax fraud and inflated insurance claims. Note, Trump decided not to preemptively pardon Donald Jr., or any of this kids, before he left office – a controversial idea he reportedly toiled with until the last minutes of his presidency.
While he waits out his legal fate, he and his girlfriend are planning to spend millions of dollars on two luxurious waterfront homes in Admirals Cove, an exclusive gated community in Jupiter, Florida, but according to the Palm Beach Post, some would-be neighbors don’t want a Trump in their neighborhood.
“About half have concerns about safety,” said Peter Moore, general manager of the property owners association. “The others have political concerns with what’s happened in the last couple of weeks.”
Trump’s third child and second oldest son is the Trump Organization’s executive vice president of development and acquisitions, which means he will continue to develop various hotels, golf courses and apartment buildings. But with the tarnishing of the Trump brand following the insurrection at the Capitol, he may have a difficult time getting new projects off the ground. He also has to deal with the Trump Organization’s legal issues. In July, he canceled a scheduled deposition appearance under subpoena and stated he would provide the deposition after the November election, citing his busy travel schedule and “to avoid the use of his deposition attendance for political purposes. But the New York State Supreme Court wasn’t having it and Eric was deposed on October 5.
Like his brother Donald, the 36-year-old, served as an unofficial key advisor to his father on the campaign trail, regularly promoting conspiracy theories including those of QAnon and then engaging in attempts to overturn the results of the 2020 election. But it is his wife, Lara, who may be eyeing a political future. The mom-of-two, who gained popularity among conservatives while campaigning for her father-in-law, has flirted with the idea of running for a U.S. Senate seat in her home state of North Carolina. “It would be an incredible thing,” she said recently. In the meantime, the couple and their two children have gone down to Florida with the rest of the Trump family.
Before her father moved into the White House, Ivanka seemed to have it all. She had a successful fashion line, an executive position within the Trump Organization, and was in good standing in the high-society social scene in New York City. After the 2016 election, the blonde beauty began advising her father in an unofficial capacity for the first two months of his administration, before being promoted to “First Daughter and Senior Advisor to the President,” an official government position. Her husband was also named a senior advisor to the president.
Ivanka used her role as a kind of extended QVC segment, hawking the pieces from her clothing line she wore during speeches, sharing links to her shoes, growing numbers of social media followers and even used her father’s post-election 60 Minutes interview as a platform to advertise a $10,000 bangle from her eponymous jewelry line. After months of customers boycotting and poor sales, department store chains Neiman Marcus and Nordstrom dropped Trump’s fashion line, citing “poor performance.” Other retailers such as Marshall’s, TJ Maxx and the Hudson’s Bay Company stopped selling her products. By July 2018, Trump announced that she shut down her company for good.
As the Trump administration grew more and more controversial, Ivanka and Kushner dug their heels in even deeper, essentially abandoning their former lives. Although her days of First Daughter are behind her, it doesn’t sound like she will be returning to New York.
“[The President] was so awful and divisive about New York, saying it’s a nightmare or that it’s empty, or a has-been,” said Jill Kargman, a writer, Upper East Side resident, and daughter of the former chairman of Chanel who has socialized at events with the couple in the past. “No one here is going to forget that. To even come back here after everything he’s said, it’s not going to work.”
And who could forget those two damning billboards in Times Square: one, featuring Ivanka, gleefully gesturing to statistics about Covid-19 deaths. Her husband beams from an adjacent billboard alongside body bags and a quote, attributed to him in a Vanity Fair article, stating that New Yorkers will suffer during the pandemic, and “that’s their problem.”
Instead, the once golden couple of Manhattan has dropped more than $30 million on land in the high-security Indian Creek island, also known as “Billionaire’s Bunker,” according to OK. They have remained mum on their future political ambitions.
The 27-year-old is the only child Trump has with his second wife, Marla Maples. Her parents divorced in 1999 after being separated for two years and she was raised by her mother in California. Although Tiffany was not close to her father for most of her life, she publicly supported and campaigned for him during both his 2016 and 2020 campaigns. In the past, she worked as an intern at Vogue and released a heavily auto-tuned music single, “Like A Bird.” A graduate of Georgetown Law School, Tiffany was most recently a research assistant for professor Shon Hopwood in Washington D.C. although Page Six recently reported that she was shopping around for a home in Miami’s South Beach near her sister.
One part of Tiffany’s future has seemingly been decided. Just one day before her dad left the White House, Tiffany announced her engagement to business executive, Michael Boulos, and showed off a huge diamond ring estimated to be worth more than $1.2 million.
Trump’s youngest child Barron, 14, is his only child with Melania. Raised in Trump Tower, Barron grew up in the spotlight and regularly appeared alongside his famous parents throughout the 2016 election. After his father was inaugurated, Barron did not immediately move into the White House, but remained in New York City with his mother until the end of the 2016–2017 school year. He later enrolled at St. Andrew’s Episcopal School in Potomac, Maryland and played soccer with the Arlington Soccer Association, but remained relatively out of the spotlight throughout his father’s presidency. He noticeably did not appear on the campaign trail during the 2020 election.
It’s assumed that Barron has since accompanied his parents down to Mar-a-Lago, although he was not spotted at their public sendoff at Joint Base Andrews as they boarded Air Force One. The absence has sparked a torrent of memes on social media, with many suggesting he had been left in the White House to his own devices – like main character Kevin McCallister in the 1990 film Home Alone. The former First Lady did recently visit a private school north of Miami, according to The Palm Beach Post, a possible option for Barron future education.