This report is a summary of proceedings from a two-day symposium convened by the Institute of Transportation Studies at the University of California at Berkeley in April 1998 to commemorate the fiftieth birthday of the Institute and to lay the groundwork for the Institute’s second fifty years. With the title, The Transportation Enterprise: Challenges of the 21^st Century, the Symposium set out to generate thoughtful, active discussion in preparation for laying out an action plan for the Institute in the21stCentury.