This document summarizes the agenda and key topics for the Clio Cloud Conference 2014 held in Chicago, Illinois from September 22-23, 2014. The conference focused on how technology has transformed and disrupted the legal profession, moving practices to the cloud and lowering costs. Specific sessions examined how solo and small law firms can become more sustainable and profitable through structural changes like subscription services, diversifying services, and changing outdated ethics rules around client trust accounts and advertising.