Staff Reports
Night three of the Democratic National Convention witnessed none other than Oprah Winfrey gracing the stage to throw her full support behind Vice President Kamala Harris in a bid for the presidency in 2024. The move, while predictable, has all the flair of an overcooked soufflé—deflating as soon as the spotlight hits. Oprah’s endorsement of Harris comes in stark contrast to the colorful past she shares with a certain former President, Donald Trump.
In a delightful twist of fate, Team Trump wasted no time capitalizing on Winfrey’s endorsement. They released an old letter dating back to 2000, where Oprah expressed her disappointment that she and Trump weren’t entering the political arena together. The letter showcased a side of Oprah that will have Democrats scratching their heads: a former friend reminiscing about the “team” they could have been, back when she wasn’t busy promoting more liberal candidates. This nostalgic display may have been designed to clip the wings of her current allegiance to Harris, but it only reminded Trump supporters of a time when Winfrey seemed far more in tune with conservative values.
Oprah's letter to President Trump: pic.twitter.com/QY1kYifPJS
— Trump War Room (@TrumpWarRoom) August 22, 2024
Digging deeper into nostalgia, Trump’s appearances on Oprah’s show are a comedic goldmine. Back in 1988, the two had moments that many would dub “mutually beneficial,” as she encouraged him toward the political stage. Who would have thought the woman who now champions a Harris presidency once hinted that Donald might run someday? The footage of their conversations on trade reveals Winfrey’s willingness to engage with Trump’s concerns about the U.S. being taken advantage of on the world stage. These retro moments stand like billboards in a conservative paradise—entertaining snippets of a time when politics made more sense.
FLASHBACK: President Trump on Oprah’s show in 1988 talking about countries ripping America off in trade.
She even suggested that he may run for president some day. 👀
pic.twitter.com/iWiCWeOzO2— Trump War Room (@TrumpWarRoom) August 22, 2024
And just when it seemed Oprah was playing all sides, she unexpectedly stepped on the toes of J.D. Vance, whose memoir “Hillbilly Elegy” she initially supported. Having spurred him into the political spotlight, her recent turnaround begs the question: Is she the puppet master now pulling strings, or just flitting around like a butterfly, oblivious to the stings she’s leaving behind? Hollywood seized this transformation with glee, harnessing Vance’s story into a movie that stars big names like Amy Adams and Glenn Close, reinforcing the idea that the left is ever eager to co-opt fresh narratives even—if they’re at odds with their own ideologies.
In the grand political circus that is the Democratic National Convention, the inclusion of Oprah feels like a desperate Hail Mary more than a sound strategy. Between cozy letters penned in friendship and a history of supporting conservative ideals, the task for the Democrats may very well become unraveling the true intentions of Winfrey’s current political maneuvers. While liberals may clutch their pearls and share hashtags, what they can’t ignore is the elephant in the room: Oprah’s past affection for Trump and her sudden pivot could signify less loyalty to Harris and more a strategic play to sway moderate voters. The antics of the left continue to provide endless fodder for humor, illustrating the theatrical nature of American politics.
