Billionaire’s Subway Pickup Line ‘May I Meet You?’ Breaks Internet
KEY POINTS
- •Bill Ackman shared the now-viral pickup line ‘May I meet you?’ in a tweet on November 15, 2025.
- •Whitney Tilson, a close friend from Harvard and ex-hedge fund exec, recalled Ackman used the line on the subway.
- •Ackman, known for his stubborn investing style, is currently worth $9.3 billion and married with kids.
- •Tilson never tried the line himself but admired its directness and links to Ackman’s confident persona.
At Harvard, billionaire investor Bill Ackman reportedly charmed ladies on the subway with the legendary line ‘May I meet you?’ This now-viral phrase, shared in a 2025 tweet, aligns with Ackman’s infamous stubborn investment style—in other words, relentless and very forward. Whitney Tilson, Ackman’s college pal who ran Kase Capital and once ran for NYC mayor, remembers Ackman’s success with it despite Tilson never witnessing it in the wild. Standing tall, handsome, and worth $9.3 billion, Ackman might not have needed the line, but he doubled down on it anyway, proving that Wall Street moguls don’t just buy companies—they also buy boldness.
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(1 of 3)Bill Ackman turned 3 words into a viral pickup line during subway rides—proving billionaires have better lines than the rest of us, and apparently, better Wi-Fi to tweet it out years later.
While most people ghost on dating apps, Ackman ghosted norms with ‘May I meet you?’ straight from Wall Street’s finest playbook.
Forget stocks dropping; the stock symbol for awkward was ‘May I meet you?’ till Bill Ackman made it shiny and viral.
Source: Businessinsider | Published: 11/18/2025 | Author: Alice Tecotzky
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