From Business Mogul to President: Vintage Photos of Donald Trump's Rise To Power

By Jack Ripley | March 11, 2024

Two Presidents Exchange Power

Welcome to a captivating journey through time with vintage photos of the 45th President of the United States, Donald J. Trump. Whether you're a devoted fan or just curious about his early days, this slideshow offers a glimpse into the life of one of the most iconic and polarizing figures in modern American history. From his days as a young real estate maverick in New York City to his early forays into the world of business and celebrity, these images tell a story of ambition, determination, and the makings of a future leader. Join us in exploring the moments and places that shaped the man who would later occupy the highest office in the land. So, let's dive into the past and continue this remarkable journey through vintage snapshots of Donald Trump's life.

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Getty Images

The meeting between President-elect Donald Trump and outgoing President Barack Obama at the White House was fraught with antipathy that had been openly displayed throughout their tumultuous election campaign. Trump had been a vocal critic of Obama, at times even questioning the legitimacy of his birthplace. Obama, in turn, had expressed strong reservations about Trump's fitness for the presidency. Despite the contentious history, the two leaders attempted to project unity and a peaceful transition during their hour-long meeting in the Oval Office. They spoke of cooperation and a smooth handover of power. However, their strained relationship was palpable, as the cameras captured the complex dynamics between the incoming and outgoing presidents, reflecting the deep political divisions and sharp rhetoric that had marked the 2016 election.

The Donald Helps Kevin McCallister in Home Alone 2

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Alamy

Donald Trump made a brief yet memorable cameo appearance in the 1992 holiday classic film "Home Alone 2: Lost in New York." In the movie, a young Kevin McCallister, played by Macaulay Culkin, finds himself lost in the vast corridors of the Plaza Hotel in New York City. When Kevin approaches the hotel's front desk, he encounters Donald Trump, who happens to be the owner of the Plaza at the time. Trump kindly provides Kevin with directions, and his appearance in the film was seen as a fun and unexpected moment that added a touch of celebrity to the movie. Over the years, this cameo has remained a lighthearted and nostalgic aspect of both Trump's public image and the film itself.