Once a technology company realizes they need to transition from selling technology as an asset to selling technology as a service, we hear the following questions: What, exactly, does this transition look like? Where do we start? If your management team is in the process of debating the transformation required when a technology company migrates to a subscription business model, we recommend reviewing the insights from two previously published TSIA reports: Update: Swallowing the Fish, and Emerging Economics Engines of Technology Providers. This paper augments these two papers and provides a framework to understand, realistically, where your company is in the journey and helps answer these two questions.