Computer workers are in constant tension between meeting their deadlines and learning the tools they use to perform their jobs. Most often, the press to get work down overrides the importance of how to continually use the tool, and thereby improving performance over the long run. The lack of knowledge, however, results in constant interruptions to the workflow as the engineer tries to “bend” the tool to meet their tasks. This paper presents a method to convert these workflow interruptions into targeted opportunities for training that can be leveraged through the use of an inline trainer. An inline trainer is a tool that works in parallel with the main application to promote continuous learning through the introduction of small amounts of information that over time lead to a richer understanding of an application. Data is presented demonstrating that when provided with an inline trainer, users will leverage the tool to improve their daily work, making more productive use of already occurring interruptions.