It is usual to evaluate the performance of the cool roof by measuring in-site rooftop temperature using thermal infra-red camera. The principal advantage of rooftop thermal infrared image acquired in oblique vantage point of super high-rise building as a remote sensor is to provide, in a cost-effective manner, area-wide information required for a scattered rooftop target with different colors, utilizing wide view angle and multi-temporal data coverage. This research idea was formulated by incorporating the concept of traditional remote sensing into rooftop temperature monitoring. Correlations between infrared image of super high-rise building and in-situ data were investigated to compare rooftop surface temperature for a total of four different rooftop locations. The results of the correlations analyses indicate that the rooftop surface temperature by the infrared images of super high-rise building alone could be explained yielding $R^2$ values of 0.951. The visible permanent record of the oblique thermal infra-red image was quite useful in better understanding the nature and extent of rooftop color that occurs in sampling points. This thermal infrared image acquired in oblique vantage point of super high-rise made it possible to identify area wide patterns of rooftop temperature change subject to many different colors, which cannot be acquired by traditional in-site field sampling. The infrared image of super high-rise building breaks down the usual concept of field sampling established as a conventional cool roof performance evaluation technique.