The New York City Mayor’s Office of the Chief Technology Officer (MOCTO) worked in close partnership with Columbia University, Graduate School of Architecture, Planning and Preservation (GSAPP) instructor, André Corrêa d’Almeida, and challenged students to grapple with the demands to quantify workforce needs in the Internet of Things (IoT) ecosystem in New York City. This report provides the methodologies and findings as a result of the almost three-month process, during which the team members explored the information about the state of the IoT workforce, needs of employers, and any skills gaps that exist in order for MOCTO to move forward with implementing a dashboard that tracks existing and emerging IoT-related skills needs.