Method for assisting a real estate holding company to maintain an optimal valuation of a number of properties having a number of buildings includes the steps of selecting a property for inspection, launching an application, from an electronic computing device, for identifying one or more serviceable roofs among a number roofs of the buildings within the property, obtaining a series of time-lapse images of the roofs of the buildings within the property, analyzing the series of time-lapse images of the roofs using artificial intelligence-based instructions of the application to identify a variety of roof characteristics, identifying the buildings with one or more serviceable roofs requiring maintenance by analyzing a number of pixelated images of the roofs of the buildings and contacting an insurance service provider providing insurance coverage to the buildings with the serviceable roofs requiring maintenance to perform necessary maintenance activities.
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