The North American railway industry is undergoing a renaissance as it is being seen by the market as a safer, greener, and more efficient way to ship goods across long distances.  Key shifts are underway the large railways do business, including: scheduled and optimized railway operations, real-time analytics decision support, and positive train control.   Canadian Pacific sees this as requiring a "leap frog" in agility to meet coming challenges, in part through the adoption of both VMware-based and Amazon EC2-based infrastructure services  to accelerate the delivery of Java, .NET, and SAP application development, along with major changes to the solution lifecycle: agile delivery meets agile operations.   This talk will explore CP's continuing journey from IT under-investment to a modern, agile delivery IT organization:  the requirements, architectural and technology considerations, and lessons learned so far in our efforts to reduce lead-times from months to days.