Built in 1908, this Lower Manhattan titan at Liberty Street and Broadway was, at one time, the tallest building in the world. It still holds one ‘world’s tallest’ record – it’s the tallest building to ever have been purposefully demolished. The Singer Building’s awkward office floor plan was its ultimate demise as it was unable to accommodate the growth of the companies within its walls. Nonetheless, as New York Times architectural critic Christopher Gray noted, the city lost a lobby of “celestial radiance” when the building was demolished in 1968. The site is now occupied by One Liberty Plaza.