Searchable encrypted (SE) indexing systems are a useful tool for utilizing cloud services to store and manage sensitive information. However, much of the work on SE systems to date has remained theoretical. In order to make them of practical use, more work is needed to develop optimal protocols and working models for them. This includes, in particular, the creation of a working update model in order to maintain an encrypted index of a dynamic document set such as an email inbox. I have created a working, real-world end-to-end SE implementation that satisfies these needs, including the first empirical performance evaluation of the dynamic SE update operation. In doing so, I show a viable path to move from the theoretical concepts described by previous researchers to a future production-worthy implementation and identify issues for follow-on investigation.