Nancy Sinatra recently sparked attention on social media after speaking out about former President Donald Trump and immigration raids happening across the United States. She reacted to a video showing an alleged ICE raid targeting Latin workers at a construction site. The clip upset her, and she wrote:
“This is not my father’s America. He would be devastated. Trump is so wrong in so many ways.”
Not long after, someone replied to her post saying, “Your dad would have loved Trump.”
Nancy quickly corrected them:
“Do some homework before you make a fool of yourself. My dad LOATHED Trump.”
Her response surprised many people, but there is actually a long history behind it.
A Clash From the Past
Back in 1990, Frank Sinatra was planning to perform a residency at Trump’s Taj Mahal casino in Atlantic City. Sinatra’s manager at the time, Eliot Weisman, had already made a deal with the casino. But when the Trump employee who arranged the deal died, Trump decided to step in personally.
According to Weisman’s autobiography, Trump tried to “lowball” Sinatra and change the agreement. Frank Sinatra was furious. He felt disrespected, and he reportedly told Trump to “go f* himself.”** Sinatra then chose to perform at a different casino in Las Vegas instead.
This incident created strong negative feelings that, according to those close to him, never went away.
Sinatra’s Political Leanings
Frank Sinatra was known to support Democratic politicians earlier in his life. He campaigned for presidents like Franklin D. Roosevelt and John F. Kennedy. Although he later supported a Republican candidate in the 1970s, his personal issues with Trump made it very unlikely he would have ever supported him.
Nancy Sinatra has also been outspoken for years. After Trump lost to Joe Biden in 2020, she said she had even considered leaving the country if Trump had won. She also said she would “never forgive” people who voted for him.
Why Nancy’s Words Matter
Nancy Sinatra’s comments remind people that public figures from the past cannot simply be assigned to modern political groups. She wants to protect her father’s legacy and make sure people do not claim he supported someone he strongly disliked.
Her recent post shows that politics, personal history, and family memories can all collide online — and the truth still matters, even decades later.