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

By Jack Ripley | November 13, 2023

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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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 King of Pop and The Donald

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The unlikely friendship between Donald Trump and Michael Jackson was a captivating example of two larger-than-life personalities bonding over their shared fame, wealth, and extravagant lifestyles. Throughout the 1980s and '90s, they moved in similar circles, attending fashionable fundraisers and high-profile events together. Both men were known for their lavish tendencies, from gold toilets to private amusement parks, which likely contributed to their connection. Despite their rapidly diverging paths in the 2000s, with Jackson facing controversies and legal challenges while Trump entered the world of politics, Trump continued to publicly support Jackson. Even in the lead-up to the 2016 election, he described the late King of Pop as "misunderstood," showcasing the enduring nature of their friendship and Trump's loyalty to his celebrity associates, even when they faced significant challenges in their public lives.