Uber has an even simpler answer to getting into Portland legally than I'd thought of this morning, which is to get the roster of licensed vehicle operators from the City (the City must sell the roster to Uber if Uber asks; it's a public record) and then to solicit those operators to use their own cars to provide Uber service. Because Uber doesn't need to be licensed if it doesn't operate taxicabs, and because the cars aren't required to be licensed as taxicabs if the passengers can choose the destination but not the route, and because the drivers will be licensed as operators (thus properly tested and insured), Uber's Portland operation will comply with the city code. Presto! Legal Uber!