This case study describes an effort to design and pilot an interactive, Web-based, district-wide "professional support portal" to support new teacher retention and professional growth in the Milwaukee Public Schools. The study reviews the overarching goals of this program and focuses, in particular, on an account of the nature and kinds of collaboration among the district and its institutional partners that made possible the design and early use of this Portal. Findings identify key factors that proved either to facilitate or impede distant collaboration. These principles are essential to consider when planning and implementing district-wide initiatives for in-service professional development that embrace new technologies and include multiple partners. (Contains 2 tables and 5 footnotes.)