Donald Trump Jr. has captured headlines throughout 2025 not just for his intimate public displays of affection with new girlfriend Bettina Anderson, but for building a staggering business empire that’s raising eyebrows across Washington. The 47-year-old eldest son of President Donald Trump has transformed from a relatively low-profile Trump Organization executive into a political powerhouse and venture capitalist worth millions, all while navigating a very public breakup and sparking speculation about his own White House ambitions.
FIFA World Cup PDA Creates Viral Moment
The most recent buzz surrounding Donald Trump Jr. erupted over the weekend when he and socialite girlfriend Bettina Anderson were spotted sharing passionate kisses and embraces at Teterboro Airport in New Jersey. The couple, both dressed in matching white button-down shirts, couldn’t keep their hands off each other while waiting for President Trump and First Lady Melania Trump to join them for the FIFA Club World Cup Final at MetLife Stadium on July 13, 2025.
The public display of affection continued throughout the soccer match, with the couple photographed kissing in the stands as they watched Chelsea defeat Paris Saint-Germain 3-0. Social media exploded with commentary about their very public romance, with many noting how comfortable Donald Trump Jr. appeared with Anderson compared to his previous relationship with Kimberly Guilfoyle.
The Messy Breakup That Shocked Washington
Donald Trump Jr.’s relationship with Anderson represents a dramatic shift from his tumultuous split with former Fox News host Kimberly Guilfoyle. The 47-year-old Trump scion ended his four-year engagement to Guilfoyle in late 2024, with sources revealing that the breakup was anything but amicable behind closed doors. Multiple insiders told People magazine that the couple had been “bickering in public” at Mar-a-Lago events, with their relationship deteriorating over the past year.
The most explosive revelation came when it was reported that Donald Trump Jr. had been secretly dating Anderson for at least six months before their public debut. Sources claimed he even took Anderson to Alaska and introduced her as his girlfriend while still engaged to Guilfoyle. The timing of Guilfoyle’s nomination as U.S. Ambassador to Greece immediately after the breakup news broke led to widespread speculation that the appointment was strategic—a way to send her far from Washington while clearing the path for Trump Jr.’s new romance.
The 1789 Capital Money Machine
While his love life dominated tabloids, Donald Trump Jr. was quietly building a venture capital empire that’s generated hundreds of millions in investment returns. Just six days after his father’s election victory in November 2024, Donald Trump Jr. joined 1789 Capital as a partner. The Palm Beach-based firm, located just two miles from Mar-a-Lago, has since transformed from a small startup with less than $200 million in assets to a major player courting billion-dollar investments.
The firm’s portfolio reads like a who’s who of Trump-aligned businesses and personalities. 1789 Capital led Tucker Carlson’s $15 million media company funding round, invested over $50 million in Elon Musk’s SpaceX and xAI ventures, and backed prediction market site Polymarket. The firm has raised approximately $500 million since Inauguration Day, with plans to secure $1 billion for its first fund by mid-2025 and potentially $3-5 billion for a second fund.
Presidential Ambitions Surface
The most intriguing development in Donald Trump Jr.’s evolving profile came during his appearance at the Qatar Economic Forum in May 2025, where he openly discussed the possibility of running for president. When asked about succeeding his father, Donald Trump Jr. responded, “So the answer is I don’t know, maybe one day. You know, that calling is there. I’ll always be very active in terms of being a vocal proponent of these things.”
The statement sent shockwaves through political circles, with betting companies immediately offering odds on a potential Trump Jr. presidential run. Current odds range from 12/1 to 33/1, suggesting serious consideration of his political future. However, Donald Trump Jr. later clarified on social media that while he wouldn’t “100% rule it out down the line,” he has “ZERO interest in running for office in 28 or anytime soon.”
The Executive Branch Club: Washington’s Most Exclusive Venue
Never one to think small, Donald Trump Jr. announced plans for the “Executive Branch,” an ultra-exclusive private members club in Georgetown with a staggering $500,000 annual membership fee. The invitation-only club, co-founded with megadonor Omeed Malik and other Trump allies, aims to be “the highest-end private club DC has ever seen.” The venue specifically targets business and tech moguls looking to network with Trump administration officials.
The club’s first official event was an after-party following the White House Correspondents’ Dinner, with founding members including Trump’s crypto czar David Sacks, the Winklevoss brothers, and tech investor Chamath Palihapitiya. The astronomical membership fee and invitation-only policy are designed to keep out “wannabes” and create an environment where wealthy individuals can mingle with cabinet members away from public scrutiny.
Trump Mobile: The Family’s Latest Business Venture
In June 2025, the Trump family announced yet another business venture: Trump Mobile, a cell phone service and $499 smartphone targeting conservative consumers. Eric Trump, who runs the Trump Organization, promoted the venture as offering phones built in the U.S. with American-based call centers. The service will include telemedicine, unlimited texting to 100 countries, and roadside assistance, positioning itself as an alternative to major telecom providers.
The announcement raised immediate ethical concerns, given that the Federal Communications Commission—the primary regulatory body overseeing mobile phone companies—has already launched investigations into media outlets that President Trump dislikes. Critics worry about potential conflicts of interest, especially since Trump has already threatened tariffs on Apple devices after the company announced plans to manufacture iPhones in India.
International Business Deals and Controversies
Donald Trump Jr.’s business activities have extended globally, including a controversial duck hunting trip to Venice, Italy, in February 2025. Italian lawmaker Andrea Zanoni filed a legal complaint against Trump Jr. for allegedly hunting without proper licenses in a protected conservation area. Video evidence showed Trump Jr. surrounded by dead birds, including what appeared to be a protected ruddy shelduck, which is rare in Europe.
The incident sparked international headlines and raised questions about Trump Jr.’s understanding of local laws and regulations. His spokesperson insisted that the hunting party had “all the proper permits,” but the controversy highlighted the ongoing scrutiny faced by the Trump family’s international activities.
The Anderson Factor: Family Concerns and Public Scrutiny
Despite the public displays of affection, Donald Trump Jr.’s relationship with Bettina Anderson has reportedly caused concern within the Trump family. Seven unnamed family friends told Mediaite that they’re worried about Anderson’s potential as a “liability” to the family’s political and business interests. Sources claimed that family members have expressed concerns about Anderson’s past relationships with wealthy men in Florida, though her representatives have vehemently denied these allegations.
The 38-year-old Anderson, a model and philanthropist who co-founded The Paradise Fund nonprofit, has been described as someone who could “impress” President Trump due to her WASP Palm Beach social circle and modeling background—drawing comparisons to First Lady Melania Trump’s own modeling career. However, some family members reportedly urged President Trump to prevent Anderson from attending high-profile events, viewing her presence as problematic for the family’s image.
Financial Empire Beyond Politics
Donald Trump Jr.’s business interests extend far beyond 1789 Capital. He serves on the boards of three publicly traded companies, including drone manufacturer Unusual Machines, conservative marketplace PSQ Holdings, and fintech ventures. His stake in Unusual Machines was worth more than $3 million when he joined as an advisor, with the stock soaring 250% in two trading days following the announcement.
In July 2025, Trump Jr. invested in Thumzup Media Corp., a social media company building a Bitcoin stockpile. His 350,000 shares were worth over $4 million at the time of purchase, demonstrating his continued faith in cryptocurrency investments. The Trump family’s crypto empire has become a significant source of wealth, with World Liberty Financial and various meme coin ventures generating hundreds of millions in revenue.
Political Influence and Family Dynamics
Despite not holding an official government position, Donald Trump Jr. has emerged as one of the most influential figures in his father’s administration. Reuters reported that he was “the most influential member of the Trump family during the transition period,” playing crucial roles in cabinet appointments and policy decisions. His advocacy for JD Vance as vice president proved successful, and he’s been described as having “the ear of the president” on major decisions.
The relationship with Anderson has added another layer to family dynamics, particularly given the awkward situation of both Anderson and Guilfoyle attending the same inaugural events. Despite the potential for drama, sources reported that all parties handled the situation professionally, with no public confrontations or awkward moments captured by cameras.
Media Empire and Publishing Ventures
Donald Trump Jr.’s media presence continues to expand through his podcast “Triggered” and his role as co-founder of Field Ethos, described as a “premier lifestyle publication for the unapologetic man.” The publication faced controversy when it removed a video of Trump Jr.’s Italian hunting trip after the legal complaints were filed, but it remains a platform for his outdoorsman brand and conservative messaging.
His book “Liberal Privilege: Joe Biden and the Democrats’ Defense of the Indefensible” became a bestseller, and he’s continued to be a sought-after speaker at conservative events. His appearances command significant fees, with his recent European speaking tour titled “Trump Business Vision 2025” generating substantial revenue while promoting business opportunities in post-election America.
The Future of the Trump Dynasty
As Donald Trump Jr. continues to build his business empire and political influence, questions remain about his long-term ambitions. His comments about feeling “the calling” to run for president, combined with his growing business success and media presence, suggest that the Trump political dynasty may extend well beyond his father’s presidency.
The combination of his romantic relationship with Anderson, his business success, and his political influence has created a perfect storm of media attention. Whether this attention helps or hinders his future political aspirations remains to be seen, but one thing is certain: Donald Trump Jr. has successfully transformed himself from a relatively unknown Trump Organization executive into a major player in American politics and business.
A New Chapter for Don Jr.
Donald Trump Jr.’s 2025 has been marked by dramatic personal changes, explosive business growth, and hints at even greater political ambitions. From his passionate public displays of affection with Bettina Anderson to his billion-dollar business deals and presidential speculation, he has proven himself to be far more than just the president’s son. His ability to leverage his family name, political connections, and business acumen has created a financial empire that continues to grow.
As he navigates the complexities of public scrutiny, family dynamics, and business ethics, Donald Trump Jr. represents a new generation of political and business leaders who blur the lines between public service and private profit. Whether this approach will ultimately enhance or damage his political prospects remains to be seen, but his influence on American politics and business is undeniable. The man who once stood in his father’s shadow has emerged as a force to be reckoned with in his own right, leaving many to wonder what his next move will be.
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