The NY Times has a feature on the loyalty of the Flatiron building's commercial tenants, even though the landmark features a very awkward layout. "The elevator bank, the waiting area and the stairway eat up an unusual amount of space" and an executive from St. Martin's Press, whose parent company MacMillan publishers is six-and-a-half years through its 15 year lease, said, "We’ve used every nook and cranny. You’re lucky if you get 70 percent of the floor space."

Built in 1902 from a Daniel Burnham design, there are downsides, like how the men's and women's bathrooms are on alternating floors, and upsides, such as the building's narrow shape which allow most employees to have windows, plus fun history ("The swirling winds generated by its shape are said to have inspired the phrase “23 skidoo” — what police officers would say as they dispersed the men who gathered outside to linger and watch for women’s skirts to blow up as they passed").

St. Martin's publisher Matthew Shear boasted, "You see these strange little offices. There’s nothing cookie-cutter here. I mean, did you see the 21st floor? It’s like a place you’d put your mad aunt," while Alice Spaberg Alexiou, who authored an upcoming book about the building, said, "The Flatiron has always obsessed people. And I think it always will, now that it’s landmarked. Maybe it has something to with the fact that it’s a triangle. Triangles are magical. There’s something almost religious about it."