The paper describes the design and construction of the foundations for two new high-rise structures in New York City (NYC). The sites are located in the heart of Times Square, bound by 42nd Street to the north, 41st Street to the south, and Broadway to the east. Below grade, active subways and subway stations abut the sites, extending as much as 50 feet into the property. The work involved the demolition of existing structures, excavation of debris and rock to depths exceeding 30 feet below grade, bracing adjacent subway structures around the site, installing high capacity caissons immediately adjacent to the deeper subways, and adapting existing foundations to accommodate the new building foundations. Of particular interest is the preservation of the adjacent historic New Amsterdam Theatre that included vibration and settlement monitoring during construction. Due to the unique site constraints, close collaboration of the Engineers with the Owner, Foundation Contractors, and New York City Transit (NYCT) was required. Innovative solutions for the foundation design were applied to accommodate several construction stages and allowed the projects to be completed without adversely affecting the subways, pedestrian traffic or the historic theatre. The projects received several awards, including the 2001 New York Association of Consulting Engineers (NYACE) Platinum Excellence Award in Geotechnical Engineering and Historical Preservation Plan, and the 2003 NYACE Gold Engineering Excellence Award