The transportation enterprise has been quick to adapt the advancements of mobile computing to in-vehicle aides, entertainment systems, and other devices. These new technologies have disrupted our traditional understanding of how drivers interact with their vehicles and the surrounding roadway, simultaneously creating new challenges and opportunities for design innovation, enhanced mobility, and safety. To address these issues, the Massachusetts Institute of Technology, as part of the New England University Transportation Center, has focused research on developing an understanding of how in-vehicle voice interfaces and on screen typography impact driver behavior, as well as how driver attention is affected by high salience digital billboards.