TikTok is obsessed with this investor who bought 30 floors of a Chicago skyscraper

One of the more unique takes on the POV trend on TikTok: “POV: You bought a 100-year-old skyscraper . . . ” For those unlikely to ever own a skyscraper themselves, TikTok’s Skyscraper Guy offers a behind-the-scenes look at what that experience entails—think hidden rooms not listed on blueprints, a bottomless pit in the basement, a Prohibition-era speakeasy, and a mysterious safe with no known combination. The video, posted last week, has already racked up more than 2.4 million views. “Step 1. How does one acquire a skyscraper,” one commenter asked. “My idea of an impulse buy is a cupcake,” another added. @theskyscraperguy Impulsively bought a 100-year-old skyscraper and now I’m finding stuff like THIS

Apr 18, 2025 - 05:53

TikTok is obsessed with this investor who bought 30 floors of a Chicago skyscraper

One of the more unique takes on the POV trend on TikTok: “POV: You bought a 100-year-old skyscraper . . . ”

For those unlikely to ever own a skyscraper themselves, TikTok’s Skyscraper Guy offers a behind-the-scenes look at what that experience entails—think hidden rooms not listed on blueprints, a bottomless pit in the basement, a Prohibition-era speakeasy, and a mysterious safe with no known combination.

The video, posted last week, has already racked up more than 2.4 million views. “Step 1. How does one acquire a skyscraper,” one commenter asked. “My idea of an impulse buy is a cupcake,” another added.