I would challenge asp.net guys (I have .net background) on: 1) writing (web)services: soap, xml, json 2) pick a small web app (forum, blog or whatever) and compare web2py vs aps.net development http://msdn.microsoft.com/en-us/library/dd410120(VS.98).aspx - routing - templates - controllers - orm ?
compare: - development time - code readability - performance (why not) - show them pypy :) other not so important (?!) things: - deployment options (including system requirements, hosting, price) - model migration, and database migration (from one backend to other :) ) - size of the application :) also get some inspiration from http://web2py.com/poweredby