Digitally scanning archival objects requires not only technical know-how but also an appreciation for the subject matter. My fine arts background gave me the knowledge and skill set to digitize architectural renderings by Carrere and Hastings of historic structures in Saint Augustine, Florida. I worked on the scanning with two concerns: the drawing as an artifact, and the drawing’s content; what is being represented. The architectural renderings averaged in a size of six feet by three feet, some larger, some smaller; all difficult to handle. Add the paper’s age and brittleness on top of the immense size and one has to have quite a bit of finesse in the handling of the renderings. I had to hatch a strategy to properly scan each of the uniquely sized drawings.