The present invention provides a solution that determines the readiness of a target organization to utilize an IT asset. Specifically, under the present invention, baseline criteria for determining the readiness of the target organization to utilize the IT asset are first identified. The baseline criteria are then refined (e.g., via personnel interviews, market research, etc.) to yield readiness criteria. A score is assigned to each of the readiness criteria for the target organization, and then optionally weighted. Using the scores (weighted or un-weighted), a readiness value for the target organization is computed and compared to a threshold value to determine the readiness of the target organization. Based on the results, at least one graphical depiction showing the readiness of the target organization can be generated.