Trump and Graydon Carter: A Complex Friendship Over Four Decades

NEW YORK, NY — In the late 1970s, Donald Trump and Graydon Carter arrived in New York City, both driven by big ambitions. Over the years, their paths would cross in unexpected ways, leading to a complex relationship that has captivated many.

Graydon Carter, an Ottawa-born writer and magazine editor, spoke with CBC’s Eli Glasner about the unique friendship and rivalry he has shared with the now U.S. president. “We’ve always had this off-and-on friendship that feels like a frenemy situation,” Carter said.

Both men came to New York seeking success—Trump in real estate and Carter in publishing. As their careers took off, they occasionally found themselves in the same social circles and faced each other in the media. Carter, who edited Vanity Fair for decades, often critiqued Trump’s business tactics and personal lifestyle in his magazine.

Reflecting on his experiences, Carter noted, “It’s fascinating to see how one person can dominate a conversation for so long, especially in a city like New York where many voices compete for attention.”

In their longstanding acquaintance, moments have often been tense yet interesting. Carter shared stories about attending events where Trump would be present and how the atmosphere changed each time. “You never knew what to expect with him,” Carter added.

Now, as a Canadian residing in the U.S., Carter feels a unique perspective on political and social changes. He expressed concerns about the current climate and how it affects Canadians living in America. “It’s been a ride, but it’s crucial to stay informed and engaged,” he said.

The relationship between Trump and Carter is a testament to the intricate ties that bind personal and professional lives in the world of media and politics.