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The High Line park was born of a city that is constantly changing and reinventing itself, and this is reflected in the dynamic landscape built on a mile-and-a-half-long elevated railroad on the West Side of Manhattan. From the location and the linear nature of the structure itself, to the design inspired by the industrial history of the city and the tenacity of plants, to the changing environment surrounding the park and the sometimes challenging popularity of the High Line, Andi Pettis, Director of Horticulture at Friends of the High Line, will describe some of the unique challenges in maintaining the gardens in this park in the sky. As urban infrastructure reuse projects become more popular and focus more on providing access to green public space, our experiences in maintaining the High Line’s gardens can be a valuable resource for landscape architects, designers, and horticulturists alike.