Integrated technologies are changing the workplace in a real way. This session will discuss sophisticated technologies and review Web-based tools conducive for learning and training on the Web. Due to the uncertainty and volatility in the current business environment, scenario planning has seen an increase in utilization. This session highlights two virtual scenario planning projects illustrating technology-enabled planning in a small business and in a non-profit organization context whereby both cases utilized Web 2.0 tools for synchronous strategic learning. This methodology may prove useful for public and private sector organizations when standard face-to-face scenario planning is cost and time prohibitive.