A billionaire’s surprisingly antiquated dating advice has ignited a firestorm online, transforming a simple suggestion into a viral sensation. Bill Ackman, the 58-year-old founder of Pershing Square Capital Management, shared his “old-fashioned wisdom” for young men struggling to connect with women in person, unaware of the reaction it would provoke.
Ackman expressed concern over a perceived cultural shift leaving young men feeling isolated and reluctant to initiate face-to-face interactions. He recalled a phrase he used in his youth – a direct and polite inquiry: “May I meet you?” – believing it held the key to successful introductions.
He insisted that the combination of proper grammar, politeness, and this specific phrasing proved remarkably effective, claiming it “almost never got a No.” Ackman framed his advice as a genuine attempt to help the next generation find happiness and address concerns about declining population rates.
The internet, however, had other plans. Instead of mentorship, Ackman’s words were swiftly and mercilessly mocked, becoming the foundation for a wave of memes across X. The phrase “May I meet you?” was paired with images embodying awkwardness and uncomfortable social dynamics.
Comedian Shane Gillis’s unsettling stare and photos of men awkwardly observing groups of women became instant visual representations of the perceived creepiness of the line. The humor wasn’t just visual; users cleverly repurposed the phrase for entirely different contexts, like performance reviews, highlighting its stilted formality.
This unexpected foray into relationship advice comes as Ackman’s public profile expands beyond the world of high finance. He’s become increasingly known for his outspoken views and significant contributions to conservative political causes.
Pershing Square, the $16 billion hedge fund Ackman leads, remains a closely watched entity on Wall Street, renowned for his bold and often high-stakes investments in companies like Chipotle and Herbalife. His business acumen is undeniable, but his social commentary is now subject to intense public scrutiny.
Ackman’s personal life has also been in the spotlight, having married designer Neri Oxman in 2019 following his divorce from landscape architect Karen Herskovitz, with whom he shares three daughters. The billionaire’s attempt at offering guidance has inadvertently sparked a broader conversation about modern dating and social interaction.
