The session provides an overview of IoT enabled the smart city from the perspective of connected devices streaming to data to cloud and the device getting controlled from the cloud. It also illustrate the general IoT stack consisting of a variety of devices, an operating system running on these resource constrained devices, a broker publishing the data on the cloud, a networking stack consisting of a variety of protocols including Low Power Wide Area Network (LPWAN) technologies. We illustrate the generic IOT stack implementations for connected devices streaming to cloud with a few proof of concept (poc) implementations for the smart city context. With several devices being connected to the internet network, the security becomes challenging as issues of data sharing leads to concerns of privacy. The cybersecurity of IoT sensor devices becomes vulnerable due to the low memory and less processing power of local CPU/MCU and the connecting gateway. We will also highlight some operating system level challenges for IoT devices from security perspective. The second half of the session describes how one can evaluate the intersection of cybersecurity and privacy related to smart cites and how these issues could be resolved. The presenter validates the privacy is a major point of contention and demonstrates that privacy can completely be conceded, within smart city context such as ; UAS for a multitude of applications, from videography to law enforcement, antiterrorism, and perimeter monitoring and defense.