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Reading:  Hedge fund billionaire Invoice Ackman simply dropped a four-word relationship tip — and the web goes loopy over it | Fortune
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Asolica > Blog > Business >  Hedge fund billionaire Invoice Ackman simply dropped a four-word relationship tip — and the web goes loopy over it | Fortune
Business

 Hedge fund billionaire Invoice Ackman simply dropped a four-word relationship tip — and the web goes loopy over it | Fortune

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Last updated: November 17, 2025 7:17 pm
Admin
3 weeks ago
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 Hedge fund billionaire Invoice Ackman simply dropped a four-word relationship tip — and the web goes loopy over it | Fortune
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Someplace in Stanford, California, an undergrad is telling his roommates that he landed a Friday evening date as a result of he tried a billionaire’s pickup line.

A person on the New York subway is yelling out that very same line to strangers. A girl is planning to face in Washington Sq. Park carrying a cardboard signal bearing the phrase.

These are just some scenes from the weekend frenzy in New York Metropolis round Invoice Ackman’s four-word piece of relationship recommendation: “May I meet you?”

He posted the road as earnest recommendation for younger males who, in his view, now keep away from spontaneous interactions as a result of relationship apps dominate their social lives. 

“Online culture destroyed the ability to meet strangers,” he wrote on X, in a put up that has now been seen over 26 million occasions. Ackman, who runs a hedge-fund and is a prolific poster on X, claimed the road “almost never” triggered rejection when he used it as a younger man, and that it really works finest when you find yourself on the transfer.

“You might give it a try,” he added. And the web did what it does finest: devolved into infinite discourse. Some individuals known as the road “killer” and “alpha,” whereas many others – together with Ramp Capital’s X account – joked about its formality and parodied it. Some critics argued that Ackman’s confidence got here from benefits – his wealth and top (6’3) – that don’t apply to most younger males, whereas others, like economist and blogger Tyler Cowen, agreed with Ackman that even when the road falls flat, it helps get Gen Z males “thinking about meeting women at all.” 

Beneath the memes, although, the road clearly struck a cultural nerve. Gen Z, as digital natives, grew up in environments the place most early romantic interplay occurs by means of apps, DMs, or algorithm-curated areas the place danger stays contained and rejection is muted. There’s no panic it’s important to handle when somebody unmatches you; no extended flush of embarrassment. A stranger’s face doesn’t instantly register disappointment. In-person rejection hits tougher as a result of it occurs much less usually.

“People move through the world in a very self-contained way now,” mentioned Jess Carbino, a former sociologist for Tinder and Bumble. “Approaching someone live feels unfamiliar because it doesn’t align with how most young adults actually meet.”

So when younger adults do ponder approaching somebody in particular person, the stakes really feel disproportionately excessive. Not solely does the rejection occur stay, however the causes behind it stay ambiguous: Was the timing off? Was the method unwelcome? Was the opposite particular person taken, distracted, or uninterested? Carbino mentioned in an interview with Fortune that the paradox intensifies the emotional danger.

That helps clarify why Ackman’s line, regardless of its old school tone, spoke to individuals, Carbino mentioned. Its formality made it ripe for parody, nevertheless it supplied one thing many younger adults quietly need: a construction, Carbino mentioned.

Gen Z doesn’t essentially crave a return to inflexible gender scripts or conventional courtship rituals. In a post-#MeToo world, Carbino defined, Gen Z craves guardrails, methods to provoke with out guessing the principles. To her, the road resonates not as a result of it’s elegant, however as a result of it supplies a transparent, bounded, well mannered ask.

The place she differs from Ackman is in her evaluation of the phrasing itself. In her view, “May I meet you?” belongs extra naturally in knowledgeable or networking context. The wording feels too formal, too stilted, too paying homage to a enterprise introduction. Ackman defended the wording’s formality, noting that the correct grammar and politeness was “key” to its success.

Carbino cringed. 

“Gen Z speaks more casually,” she mentioned. “Politeness works, but formality can backfire.”

One thing like “Can I talk to you?” or “May I get to know you?” she mentioned, captures the identical spirit whereas sounding human and modern.

Pershing Sq., Ackman’s hedge fund, declined to remark for the story.

Nonetheless, Carbino believes that the weekend’s fixation has little to do with the magnificence of the road itself. It’s extra about that vulnerability beneath; the need to be observed, the concern of approaching and the gulf of loneliness that sits between the 2.

“He tapped into isolation,” she mentioned. “He tapped into how badly people want connection and how uncertain they feel about how to start.”

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