The evolution of space within the city does not necessarily have to occur as a clean-slate evolution every time. It is important to allow people (as pedestrians of the city) to have a connection over time that is gradual, allowing the change to occur in a timeframe that is more comfortable to inhabitants. People will respond better to the beautification of the urban fabric if there remains some resemblance to the city they remember. The encouragement of connectivity in the fabric of a city between the new and the old should not be kept in a separate context. Inviting new, invigorating uses and ideas as overlays to the city can breathe fresh life into areas that struggle to overcome the difficulties facing many cities today. These projects are a series of adaptive reuse and speculative office development projects that evolved from my relationship with a prominent local developer in the Raleigh metro area.