Donald Trump started to build his American dynasty long before he was handed keys to the Oval Office.
The former president – with an at least $400million inheritance from his father – built a multi-billion dollar property empire, owning luxurious hotels, golf courses and estates across the globe, and turned the Trump name into an iconic brand.
But much like the fictitious and mega-wealthy Roy family depicted in HBO‘s hit show Succession, Trump and his long line of descendants will be remembered for their political prominence and stronghold in the Republican party.
Trump chose to keep his family close to him, even as he moved from business into politics with his three eldest children, Don Jr, Ivanka and Eric, serving as advisers during his presidency.
But as Trump makes another bid for the White House, it is clear the family has become well positioned within the GOP, with Lara Trump, wife of Eric, even serving as co-chair of the Republican National Committee.
Seventeen-year-old Kai Trump, the oldest of Trump’s 10 grandchildren, has even become something of a MAGA darling in recent months after wowing the crowd with her heartfelt speech at the RNC in Milwaukee last week and appearing at a campaign rally in Florida earlier this month.
Here we take a closer look at Trump’s legacy, his cheerleading children and the grandkids who may be the next to leave their mark on his family dynasty.
The Trump family dynasty looks set to dominate Republican Party politics for years to come
Trump family members including Kai, Don Jr, Jared Kushner, Ivanka Trump, Melania Trump, Eric and his wife Lara Trump, surround the family patriarch to close out the convention
Donald Trump appeared to be shocked when his wife, Melania, came on stage at the end of his speech
DONALD TRUMP JR: Trump’s eldest – who was by his side in the board room and on the campaign trail – and his picture-perfect American family
Donald Trump and his eldest child have had a tumultuous relationship. When Trump left Ivana Trump after having an affair with Marla Maples, it was widely reported that he and Don Jr. did not speak for years.
At some point in the mid-2000s, Don Jr. reappeared at his father’s side during the filming of The Apprentice.
Between 2003 and 2018, Don Jr. was married to former model Vanessa Kay Haydon. Together the couple had five children together, Kai, 17, Donald III, 15, Tristan, 13, Spencer, 11, and Chloe, 10.
Donald Trump III got started in the family business younger than anyone, appearing in several episodes of The Apprentice as a baby, according to his IMDb page. Don Jr., posted about the two going on a hunting trip in 2023.
Don Jr. began a relationship with Fox News personality Kimberly Guilfoyle in 2018, shortly after he announced he and his now-ex wife announced their separation. The couple, pictured together in 2021, are now engaged
Guilfoyle posted this photo to her Instagram story (above) with several members of the ex-president’s family at Mar-a-Lago the day after Christmas, including youngest son Barron
Tristan meanwhile regularly appears on his father’s social media page. For his 12th birthday in October 2023, his cake had a Tampa Bay Buccaneers theme indicating his fandom of the 2020 Super Bowl champs.
Don Jr. has also posted about bringing his two youngest children, Spencer and Chloe, on hunting and fishing trips.
Shortly after announcing their separation in 2018, Don Jr. began a relationship with California Governor Gavin Newsom’s ex-wife, Fox News personality Kimberly Guilfoyle. The couple is now engaged.
During his father’s presidential campaigns in 2020 and 2024, Don Jr. took on a much more prominent role than in 2016.
Guilfoyle too became a surrogate and even spoke at the 2020 Republican National Convention, despite reports there was friction between her and Trump.
Her speech became the stuff of late night comedy gold.
Don Jr pictured with his ex-wife, Vanessa, and their five children in 2017, a year before the couple split
Donald poses with poses for a photograph with Don Jr’s five children on Easter 2021
Stephen Colbert mimicked poking his head out from under a table after playing a clip of Guilfoyle on CBS’ ‘Late Show.’
‘Is the loud lady gone?’ he said. ‘I was scared.
‘This is the first time in my life I had to turn down the volume on C-SPAN,’ said Colbert, performing to an audience of his wife in his CBS office. ‘I’m glad we already have kids, because I think I was sterilized by that.’
He called Guilfoyle a ‘vengeful banshee who will haunt your dreams.’
In her speech, Guilfoyle referred to herself as a ‘first-generation American’ citing her mother’s Puerto Rican roots, but Puerto Rico is a US territory and residents are US citizens.
Her father is an immigrant, hailing from Ireland.
In 2022, she appeared before the committee investigating the January 6 Capitol riot.
Trump is flanked by his two eldest children during a boardroom scene in the smash hit series The Apprentice
Lawmakers said that Guilfoyle, who was a chair of the Trump Victory Committee, the fundraising arm of his campaign, also raised funds for the rally and was in direct contact with its key participants and organizers.
Her lawyers maintain that she did nothing wrong.
Guilfoyle has a child too, son Ronan, from her marriage to second husband businessman Eric Villency.
Don Jr. meanwhile has become a real favorite in he MAGA community, with his podcast Triggered and his appearances on Trump friendly media, such as Russell Brand’s podcast and Newsmax.
IVANKA TRUMP: Donald’s ‘favorite’, her ‘Trump whisperer’ husband and their three children
Ivanka Trump has often been referred to as Trump’s favorite child.
Like her brothers, she came to public attention thanks to her appearances on The Apprentice and then followed Trump into the political realm.
When Trump announced he was running for the presidency in 2016, he tapped up Ivanka and her husband, Jared Kushner, to be key members of his inner circle as his sons were anointed as caretakers of the family business.
After Trump’s defeat in the 2020 election at the hands of President Joe Biden, Ivanka and Jared distanced themselves from the MAGA movement to live quietly in Florida.
Jared Kushner and Ivanka Trump have taken a dramatic step back from politics in recent years
Ivanka and husband Jared Kushner, 43, smile from ear-to-ear with their children, Arabella, Theo and Joseph
Ivanka said under oath that she believed then-Attorney General Bill Barr’s assertion that the 2020 election was free and fair.
Ivanka and Jared been together since 2005, marrying in a Jewish ceremony in October 2009.
They have three children together, Arabella, 13, Joseph, 10 and Theodore, 8.
In a 2017 Instagram post, Ivanka mentioned that Arabella dreamed one day joining the US Marines and that she was close with her fraternal family, referring to Hanukkah as her favorite holiday.
In June 2023, she had her bat mitzvah. Ivanka paid tribute to her daughter following the ceremony.
‘We couldn’t be prouder of the extraordinary young woman she has become. Her kindness, creativity, humor, empathy and passion have filled our lives with so much joy and inspiration. May her Bat Mitzvah be the beginning of a beautiful and fulfilling chapter in her life.’
Also in 2017, Arabella accompanied her mother to oral hearings at the US Supreme Court and to a Chinese New Year celebration as the nation’s embassy in DC.
Alongside her brother, Joseph, they sang a song in Mandarin for China’s President Xi when he visited Mar-a-Lago.
Joseph is named after Jared’s grandfather whom Ivanka called a man of ‘indomitable spirit’ in a post on X around the time of his birth in 2013. Like his mother, he’s also a golf enthusiast an is also Miami Heat fan, attending an NBA Finals game in 2023.
Arabella celebrated her coming-of-age bat mitzvah in June 2023
Ivanka Trump shared her belief that her late mother Ivana was looking after her father Donald Trump when he was shot at recently
Don Jr., Ivanka and Eric, all joined their father, along with their partners and children on stage to close out the Republican convention to rapturous applause.
Her appearance at the 2024 convention marked her first appearance with her father during this election cycle.
It’s been reported that although she wishes her father well, the family will not be appearing at other campaign events.
ERIC TRUMP: Donald’s ‘secret weapon’ and his influential wife
Eric Trump has taken on a much bigger role in promoting the MAGA agenda in recent years.
The reach has become such that his wife, aspiring singer, Lara, was promoted to a top position in the Republican National Committee earlier this year.
The couple are known for their regular appearances on Fox News where they act as surrogates for Trump.
Eric and Lara Trump have been married since 2014, they have become a MAGA power couple during the 2024 election cycle. The couple (pictured together in May 2021) share two children
Donald Trump’s youngest grandchild Carolina, 4, sat on his lap during her father Eric’s speech at the Republican Convention on Thursday while her brother Luke, 6, sat on mom Lara’s lap for the remarks
Eric and Lara got engaged in July 20213 and married in November of 2014 in Mar-a-Lago. Their first child, Eric ‘Luke’, was born in September 2017, followed by daughter, Carolina, in August 2019.
Carolina also became something of a show stealer in Milwaukee, Carolina clapped as she sat on Trump’s lap while her older brother joined in on cheering on their dad as he sat on mom Lara’s lap.
During the 2024 convention, Eric hinted at political aspirations, telling right wing broadcaster Benny Johnson that he would love to be back at the 2032 convention with Vivek Ramaswamy as his running mate.
It’s believed that it was the Trump brothers’ friendship with Ohio Senator JD Vance which propelled the former ‘Never Trumper’ to running mate.
Since assuming a role within the Republican National Convention in March 2024, Lara led a steep increase in fundraising, a particularly acute need for Trump’s election bid because his political fundraising operations have spent tens of millions of dollars in legal fees to defend him in criminal and civil cases.
Trump supporters say she is breathing new life into the party, and say her charisma and dogged work ethic make her an ideal choice to serve as its champion.
Lara and Eric Trump could become a political power couple with her co-chairing of the RNC and his political aspirations
Eric Trump pictured with his son Luke in 2019
Lara Trump at the beach in Florida in a photo she posted on November 23, 2023 with husband Eric Trump and their kids Luke and Carolina
Lara Trump is not the first presidential relative to be tapped to help lead the RNC.
Maureen Reagan, daughter of then-President Ronald Reagan, was named co-chair in 1987 amid nepotism concerns.
But unlike Maureen Reagan, who kept her head down and spent her time attending party meetings and staying out of the headlines, Lara Trump has embraced her more public role.
A communications major at North Carolina State University, she had dreamed of becoming a sportscaster, and dabbled in modeling before working as a producer on a TV news show.
TIFFANY TRUMP: The aspiring singer-turned-lawyer named after Donald’s favorite jewelry store and the billionaire businessman who captured her heart
Tiffany Trump was born during Trump’s brief marriage to socialite Marla Maples in the 1990s. She’s named for the iconic 5th Avenue jewelry store, a favorite haunt of her father.
Despite not being considered a major figure in MAGA world, Tiffany spoke at the 2016 and 2020 Republican conventions.
This year she made an appearance to support her father during his recent trial in Manhattan.
Tiffany has had many careers, an aspiring singer following the release of her single Like a Bird in 2011 and Vogue intern in 2015. Tiffany later completed law school at the Georgetown University Law Center in 2020.
Tiffany Trump (c) attended closing arguments in her father Donald Trump’s hush money trial in May
Tiffany Trump and Michael Boulous in Italy in July 2023
Trump pictured with Tiffany’s mother, Marla Maples, during their relationship in the mid 1990s
Maples, 60, who was married to Trump from 1993 to 1999, posted a photo of her and her daughter Tiffany Trump, 30, posing in front of a Christmas tree in 2023
It was during a trip to Greece with actress Lindsay Lohan that Tiffany met future husband, businessman Michael Boulos, a Lebanese-American and heir to a billion dollar fortune thanks to his family’s company which distributes, assembles, and trades motorcycles, power bikes, tricycles, and outboard motors.
His father, Massad Boulos, is charged with getting the Trump message across to Arab Americans. He has taken on the challenge of trying to convince a politically influential community angry at the Democratic Party over a perceived pro-Israel bias.
Trump has positioned himself as more pro-Israel than Biden and has made a series of comments and policy announcements that critics blast as Islamophobic.
A supporter of Trump from afar since his first campaign, Massad Boulos became more directly involved after meeting Trump at a White House Christmas party in 2019. At the time, Michael Boulos was dating Tiffany.
Massad has given no recent donations, according to campaign finance records. But in a trip to Michigan this month, he attended what he described as a ‘private fundraising event’ with U.S. House Speaker Mike Johnson, R-La., U.S. Rep. Lisa McClain, R-Mich., and about 50 Arab Americans.
Massad Boulos, left, his wife Sara, pictured with Donald and Melania Trump as well as Tiffany and her husband Michael Boulos at the White House in 2019
Boulos assisted with the 2020 campaign, but his role has significantly expanded since his son married Tiffany, especially as Arab American dissatisfaction with Biden presented what Trump allies think is a larger political opportunity.
In interviews, Boulos said that Trump ‘respects and admires’ the Arab American community. He denied the existence of a ‘Muslim ban,’ which is how many Trump opponents refer to his ban on immigrants from several majority-Muslim countries.
Boulos argued it was actually ‘extreme vetting from certain parts of the world.’
Tiffany, 30, and her husband also took the stage during the RNC last week.
BARRON TRUMP: Donald’s soccer-obsessed youngest (and tallest) child
The youngest of the Trump brood is already a firm favorite among the MAGA community.
It’s long been reported that his mother was fiercely protective of him, particularly during Trump’s term in office between 2016 and 2020.
This past May, just after Barron turned 18, he graduated high school.
His father was given time off from his trial in which he was accused of falsifying business records in order to pay off a porn star with whom he was accused of having an affair, in order to attend the ceremony.
Also in May, it was reported that Barron would be among the delegates from Florida who would formally select his father as the Republican nominee.
Those reports were swiftly shut down by Melania’s office who said that he would not be at the convention due to prior commitments. This later proved as he was the only family member missing from the final moments of the convention.
During his rambling address, Trump paid a special tribute to his youngest child.
‘I also wanna thank my entire family for being here. Don, Kimberly, Ivanka and Jared. Eric and Lara. Tiffany and Michael. Barron… We love our Barron.’
Barron became a media obsession after he appeared at the funeral of his grandmother Amalija Knavs, who died on January 9 aged 78, towering over his mother and aged father
In January 2024, he mourned the loss of his grandmother, Melania’s mother, Amalija, who passed away at the age of 78. Barron is reported to be very close to his mother’s side of the family.
Barron is known to be passionate about soccer but he has no social media profile and has never given an interview.
On July 9, Barron made his bow at a Trump rally in Miami where his dad heaped praise on him.
‘That’s the first time he’s done it. That’s the first time, right? You’re pretty popular—he might be more popular than Don and Eric. We gotta talk about this,’ the former Apprentice host told the audience.
He also spoke glowingly about his son in an interview with Logan Paul in June.
‘He’s a big boy – six foot nine,’ Trump claimed of his youngest son during the wide-ranging sit down posted online.
‘And I couldn’t get him to play basketball. He plays soccer,’ Trump said. ‘He’s a good athlete too. Good student, good athlete.’
Barron is shown here in 2015, a full year before his father became the president of the United States
Barron grew from being a little boy to a man during his time in the White House
Barron was a notable absence at the RNC in Milwaukee
‘Good looking guy, but he’s a tall one, no question about that,’ Trump went on about his kid.
The ex-president joked he didn’t want to take pictures next to his son because of how tall he is.
‘Maybe we ought to make him a fighter,’ Trump said before Paul, a professional wrestler, cut him off: ‘no, no.’
It remains unclear which school Barron will attend amid reports that Melania will follow him wherever he goes, rather than live with her husband, even if Trump wins in November.
KAI TRUMP: Teenage golf-prodigy turned MAGA sweetheart whose ‘love’ for her ‘normal grandpa’ stole hearts of the RNC
Trump’s eldest granddaughter, Kai, 17, wowed the RNC crowd with a speech in which she spoke lovingly about her ‘grandpa’ before introducing her father, Donald Trump Jr.
‘A lot of people have put my grandpa through hell and he’s still standing. Grandpa, you are such an inspiration and I love you,’ she said before sticking to the family line of attacking the media for their portrayal of Trump.
Kai’s performance was made all the more impressive when you consider the family trauma that was endured just days earlier when crazed gunman Thomas Crooks, 20, attempted to kill the GOP nominee at a rally in Butler, Pennsylvania.
Kai Trump, 17, went viral on social media after her speech at the RNC in Milwaukee on Wed.
Kai Trump, like her grandfather, a passionate golfer, is shown here with Tiger Woods
The breakout star of the 2024 convention, one thing that her and her grandfather have in common is a love of golf.
During her speech, Kai called Trump ‘just like a normal grandfather.’
Standing at 5-ft-9, the New Yorker regularly posts her game on Instagram.
She previously won a tournament at one her grandfather’s golf courses in Florida in March as she shared a snap of herself alongside both the 45th US President and her parents, Donald Trump Jr. and his ex-wife, Vanessa.
‘I am really excited to have won the ladies club championship @trumpgolfpalmbeach. Great competition from some impressive players. I shot even both days and won both matches,’ Kai captioned her post on Instagram.
She added: ‘Very proud of my game and where it’s heading but there is always room for improvement. I would like to thank my parents, family and the amazing team at @trumpgolf.’
