Rise to Success: Career Highlights of Donald Trump Jr.
How Donald Trump Jr. built a successful career. Explore key moments that defined the journey.
Donald John Trump Jr., is an American businessman and activist, known as Don Jr. He is the eldest son of Donald Trump. He is also politically active, frequently appearing at rallies and conferences, and he's a prominent figure in conservative media. Trump Jr. has been involved in various business ventures, often working within the Trump Organization.
2000: Moved to Aspen, Colorado after Graduating from Penn
After graduating from Penn in 2000, Donald Trump Jr. moved to Aspen, Colorado, where he hunted, fished, skied, lived in a truck, and worked as a bartender for a year.
2006: Helped Launch Trump Mortgage and Appeared on The Apprentice
In 2006, Donald Trump Jr. helped launch Trump Mortgage, which collapsed less than a year later. He also appeared as a guest adviser and judge on The Apprentice from season 5.
2010: Became a Spokesperson for Cambridge Who's Who
In 2010, Donald Trump Jr. became a spokesperson and "executive director of global branding" for Cambridge Who's Who.
2015: Final Appearance on The Apprentice
Donald Trump Jr.'s last season on The Apprentice was in 2015.
March 1, 2016: Interview with White Supremacist Airs
On March 1, 2016, an interview featuring Donald Trump Jr. and white supremacist James Edwards was broadcast. Initially, the Trump campaign denied that the interview had occurred. Later, Trump Jr. stated the interview was unintentional, leading mainstream media to accuse him of either believing in the white genocide conspiracy theory or feigning advocacy for political advantage.
August 2016: Meeting with Emissary for UAE and Saudi Arabia
In August 2016, Donald Trump Jr. had a meeting with an emissary for the United Arab Emirates and Saudi Arabia who offered help to the Trump presidential campaign.
September 2016: Holocaust Imagery and Pepe the Frog Controversy
In September 2016, Donald Trump Jr. used Holocaust imagery to criticize the media's coverage of Hillary Clinton and accused Democrats of lying. He also shared an image depicting a cross between his father and Pepe the Frog on Instagram. When asked about Pepe the Frog's association with white supremacy, Trump Jr. claimed he was unaware of it and thought it was just a "frog with a wig."
2016: Spoke at Republican National Convention
Ahead of the 2016 presidential election, Donald Trump Jr. was a central member of his father's campaign. In 2016, he spoke at the Republican National Convention.
2016: Influenced Choice of Secretary of the Interior
In 2016, Donald Trump Jr. influenced his father's choice of Secretary of the Interior Ryan Zinke during the presidential transition.
2016: Active in Father's 2016 Presidential Campaign
In 2016, Donald Trump Jr. was active in his father's presidential campaign and cooperated with Russia in their interference in the United States elections. He also had a meeting with a Russian lawyer who promised damaging information about Hillary Clinton's campaign.
2016: Skittles Syrian Refugee Analogy
In 2016, during his father's presidential campaign, Donald Trump Jr. sparked controversy by posting an image comparing Syrian refugees to Skittles, stating that accepting refugees was like risking death from a few poisoned candies. The makers of Skittles condemned the analogy, emphasizing the difference between candy and human lives. The Cato Institute highlighted the extremely low statistical probability of an American being killed in a terrorist attack by a refugee.
January 11, 2017: To Oversee Trust of Trump Organization's Assets
On January 11, 2017, Donald Trump Jr. and his brother Eric were announced to oversee a trust that included the Trump Organization's assets while their father was president.
April 2017: Campaigned for Greg Gianforte
In April 2017, Donald Trump Jr. campaigned for Montana congressional candidate Greg Gianforte.
April 2017: Praised Conspiracy Theorist Mike Cernovich
In April 2017, Donald Trump Jr. praised conspiracy theorist Mike Cernovich, who has promoted the debunked white genocide and Pizzagate conspiracy theories. Trump Jr. said, "In a long gone time of unbiased journalism he'd win the Pulitzer".
May 2017: Promoted Conspiracy Theories About Bill Clinton
In May 2017, Donald Trump Jr. promoted the "long-debunked, far-right conspiracy theory" that Bill Clinton was linked to Vince Foster's death.
2017: Event Space at the Trump Hotel in Washington for the 2017 Inauguration
In 2017 Donald Trump Jr. was investigated for his role in "grossly overpaying" for use of event space at the Trump Hotel in Washington for the 2017 inauguration.
February 2018: Liked Tweets Promoting Conspiracy Theory About Stoneman Douglas Survivors
In February 2018, Donald Trump Jr. liked two tweets promoting a conspiracy theory that survivors of the Stoneman Douglas High School shooting were coached to propagate anti-Trump rhetoric.
February 2018: Advertisements in Indian Newspapers
In February 2018, advertisements in Indian newspapers promoted a deal where purchasing Trump Organization apartments in Gurgaon before February 20 would result in an invitation to have a "conversation and dinner" with Donald Trump Jr. The ads were criticized as unethical.
May 2018: Retweeted Antisemitic Conspiracy Theory About George Soros
In May 2018, Donald Trump Jr. retweeted a false and antisemitic conspiracy theory that George Soros was a "nazi [sic] who turned in his fellow Jews to be murdered in German concentration camps & stole their wealth." The tweets originated from Roseanne Barr.
June 2018: Liked Tweet Suggesting Migrant Children Were Actors
In June 2018, Donald Trump Jr. liked a tweet suggesting that migrant children separated from their parents due to the Trump administration family separation policy were actually actors.
September 2018: Tweeted Misleading Picture of Anderson Cooper During Hurricane Florence
In September 2018, as Hurricane Florence impacted the United States, Donald Trump Jr. tweeted a misleading picture of CNN journalist Anderson Cooper to promote a conspiracy theory about CNN manipulating news to make his father look bad. The picture was actually from 2008 during Hurricane Ike.
2018: Campained Actively in Midterms
During the 2018 midterm election cycle, Donald Trump Jr. actively campaigned on behalf of Republican candidates, raised millions of dollars, and is credited with helping Republican candidates win.
2018: Campained for Several Republicans
In 2018, Donald Trump Jr. actively campaigned for several Republican candidates during the midterm elections.
July 2019: Appeared at "We Build the Wall" Event
In July 2019, Donald Trump Jr. appeared at a far-right "We Build the Wall" event with Jack Posobiec.
November 2019: Tweeted Alleged Whistleblower's Name in Trump-Ukraine Scandal
In November 2019, Donald Trump Jr. tweeted the name of the alleged whistleblower who brought to light the Trump-Ukraine scandal, despite whistleblower conventions designed to protect their identities.
2019: Developed Persona as Right-Wing Provocateur
By 2019, Donald Trump Jr. had developed a "public persona as a right-wing provocateur and ardent defender of Trumpism", according to The Washington Post.
2019: Authored Triggered
In 2019, Donald Trump Jr. authored the book "Triggered".
2019: Release of "Triggered: How the Left Thrives on Hate and Wants to Silence Us"
In 2019, Donald Trump Jr. released his book, "Triggered: How the Left Thrives on Hate and Wants to Silence Us." The book criticizes political correctness and accuses the American left of having a victimhood complex. Trump Jr. also pushes conspiracy theories about the intelligence community's alleged attempts to harm President Trump. In the book, he recounts a visit to Arlington National Cemetery and reflects on the sacrifices made by the Trump family.
May 2020: Accused Joe Biden of Being a Pedophile
In May 2020, Donald Trump Jr. falsely accused Joe Biden of being a pedophile.
June 2020: Accused Liberals of Hypocrisy During COVID-19 Pandemic
In June 2020, during the COVID-19 pandemic, Donald Trump Jr. accused liberals of hypocrisy for imposing restrictive measures on businesses while holding the "Action for Black Trans Lives" protest.
July 2020: Received Twitter Restriction for Promoting COVID-19 Misinformation
In July 2020, Donald Trump Jr. received a 12-hour restriction from Twitter for promoting COVID-19 misinformation, including retweeting a video promoting hydroxychloroquine as a cure and claiming masks were unnecessary.
August 2020: Shared Breitbart Article About Dead People Voting
In August 2020, Donald Trump Jr. shared a Breitbart News article about dead people voting in Michigan, suggesting voter fraud. However, the voters in question died after submitting their ballots, and the ballots were rejected by Michigan authorities.
August 2020: Southern Poverty Law Center reports Trump Jr.'s Appearance at "We Build the Wall" Event
In August 2020, the Southern Poverty Law Center reported that Donald Trump Jr. appeared at a far-right "We Build the Wall" event with Jack Posobiec in July 2019.
September 2020: Pushed False Claims About Voter Fraud and Asked for Election Security "Army"
In September 2020, Donald Trump Jr. pushed false claims about voter fraud, asserting that the "radical left" was planning to "steal" the election from his father. He called for an election security "army" for his father, leading Facebook and Twitter to add labels pointing to accurate voting information.
October 2020: Posted "Don Jr. 2024" Flag
In October 2020, Donald Trump Jr. posted a photo to his Instagram account of a "Don Jr. 2024" flag.
October 2020: Suggested to Run for Senate and Held Maskless Rally
In October 2020, Pennsylvania Republicans suggested that Donald Trump Jr. run for the vacant Senate seat in Pennsylvania in 2022. In the same month, he held a crowded indoor rally where attendees did not wear masks.
October 29, 2020: Downplayed COVID-19 Deaths on Fox News
On October 29, 2020, Donald Trump Jr. criticized the media's focus on new COVID-19 infections rather than deaths, stating on Fox News that the number of deaths was "almost nothing" because the virus was under control. On that day, the United States registered roughly 1,000 COVID-19 deaths.
November 2020: Advocated 'Total War' Instead of Vote Counting
In November 2020, Donald Trump Jr. advocated "total war" instead of completing vote counting in the 2020 United States elections, having a prominent role in his father's attempts to overturn the election.
November 2020: Suggested COVID-19 Vaccine Was Held Back to Hurt His Father's Election Chances
In November 2020, after Pfizer announced its COVID-19 vaccine, Donald Trump Jr. suggested that the vaccine had been held back to hurt his father's chances of winning the election. Pfizer CEO Albert Bourla refuted this claim.
2020: Authored Liberal Privilege
In 2020, Donald Trump Jr. authored the book "Liberal Privilege".
2020: Self-Publication of "Liberal Privilege: Joe Biden and the Democrats' Defense of the Indefensible"
In 2020, Donald Trump Jr. self-published his book, "Liberal Privilege: Joe Biden and the Democrats' Defense of the Indefensible." Trump Jr. stated he wrote the book because he "decided to highlight Biden's half century of being a swamp monster, since the media wouldn't do it". He self-published to ensure publicity and bulk purchases from the RNC.
2020: Active in Father's 2020 Presidential Campaign
In 2020, Donald Trump Jr. was active in his father's 2020 presidential campaign, often making unfounded claims. He called for "total war" as results were counted and promoted the stolen election conspiracy theory.
January 6, 2021: Spoke at Rally Before Capitol Attack
On January 6, 2021, Donald Trump Jr. spoke to an audience with his father before the US Capitol attack. Trump Jr. stated "If you're gonna be the zero and not the hero, we're coming for you".
January 8, 2021: Claimed Free Speech "No Longer Exists in America" After Father's Twitter Ban
On January 8, 2021, following his father's permanent ban from Twitter, Donald Trump Jr. claimed that free speech "no longer exists in America".
January 11, 2021: Named Person of Interest in Criminal Investigation of Capitol Attack
On January 11, 2021, D.C. attorney general Karl Racine said that Donald Trump Jr. is a person of interest in the criminal investigation of the January 6th attack on the U.S. Capitol and that he is looking at whether to charge him with inciting the violent attack.
January 14, 2021: Named Person of Interest in Investigation into Misuse of Inaugural Funds
On January 14, 2021, it became known that Donald Trump Jr. is a person of interest in the criminal investigation into misuse of his father's inaugural funds in Washington D.C.
January 2021: Donald Trump Jr. Suggested Kicking Election to Congress
In January 2021, in a text message Donald Trump Jr. sent two days after the election, to White House Chief of Staff Mark Meadows outlining paths to subvert the Electoral College process, he wrote, "We either have a vote WE control and WE win OR it gets kicked to Congress 6 January 2021."
March 5, 2021: Sued by Eric Swalwell for Inciting Capitol Riot
On March 5, 2021, Representative Eric Swalwell filed a civil lawsuit against Donald Trump Jr., along with his father, Representative Mo Brooks, and Rudy Giuliani, seeking damages for their alleged role in inciting the January 6th riot.
December 2021: Text Messages Revealed Begging Meadows to Stop Capitol Attack
In December 2021, text messages released by Mark Meadows revealed that Donald Trump Jr. begged Meadows to persuade his father to stop the attack on the Capitol on January 6th, 2021.
February 2022: Amplified Russian Propaganda About Biological Weapons in Ukraine
In February 2022, following Russia's invasion of Ukraine, Donald Trump Jr. amplified baseless Russian state propaganda claiming that the U.S. and Ukraine were developing biological weapons.
April 2022: Text Message to Mark Meadows Outlining Ways to Subvert Electoral College
In April 2022, CNN reported that two days after the election, Donald Trump Jr. sent a text message to White House Chief of Staff Mark Meadows outlining paths to subvert the Electoral College process and ensure his father a second term. The text message was sent before Biden had been declared the winner.
May 2022: Settlement Reached in Inaugural Funds Misuse Case
In May 2022, D.C. Attorney General Karl Racine reached a $750,000 settlement with the inaugural committee without requiring an admission of wrongdoing in the case of misuse of Donald Trump's inaugural funds.
2022: Potential Pennsylvania Senate Run
In October 2020, Pennsylvania Republicans suggested Donald Trump Jr. run for the vacant Senate seat in Pennsylvania in 2022 after two-term incumbent Pat Toomey announced he would not be seeking re-election.
2023: Launched Podcast, Triggered with Don Jr
In 2023, Donald Trump Jr. launched a podcast, "Triggered with Don Jr", on the platform Rumble.
February 16, 2024: Barred From Serving as Officer or Director of NY Corporation
On February 16, 2024, a ruling barred Donald Trump Jr. from serving as an officer or director of any New York corporation, including the Trump Organization, for two years.
May 28, 2024: Reimbursement Checks to Cohen Signed by Trump Jr.
On May 28, 2024, an email revealed that Jeffrey McConnery sought approval from Donald Trump Jr. and Eric Trump for reimbursement payments to Michael Cohen, and Donald Trump Jr. signed some of the reimbursement checks to Cohen.
November 2024: Joined 1789 Capital as a Partner and Joined Advisory Board of Unusual Machines
In November 2024, Donald Trump Jr. joined 1789 Capital as a partner and also joined the advisory board of drone company Unusual Machines.
December 2024: Joined Board of Directors of PublicSquare
In December 2024, it was announced that Donald Trump Jr. was joining the board of directors of PublicSquare.
2024: Introduced JD Vance at Republican National Convention
At the 2024 Republican National Convention, Donald Trump Jr. led the introductions of JD Vance, who had been selected as Donald Trump's running mate.
2024: Speculation for 2024 Presidential Run
Before his father's loss in the 2020 election, Donald Trump Jr. was the subject of speculation for a 2024 run for president.
April 2025: Executive Branch Club Opened
In April 2025, the Executive Branch, a private membership club in Washington, D.C., opened. It was co-founded by Donald Trump Jr., David O. Sacks, Cameron Winklevoss, and Tyler Winklevoss.
May 2025: Launched Conspiracy Theory About Jill Biden and Joe Biden's Cancer Diagnosis
In May 2025, after Joe Biden was diagnosed with prostate cancer, Donald Trump Jr. launched a conspiracy theory questioning how Jill Biden missed the signs and whether it was covered up.
2025: Announced Investment in Enhanced Games
In 2025, Donald Trump Jr. announced that 1789 Capital would invest in the Enhanced Games, a proposed sports event that will allow performance enhancing drugs.
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