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Cost and testing considerations limit the acceptance and deployment of technologies that make information exchanges more secure, reliable, semantically understandable, and self-improving. PbProxy is a flexible proxy that enables transparent insertion of custom logic into HTTP and HTTPS interactions. It has successfully been used to facilitate behavior-based prevention of phishing attacks, machine learning of Web service procedures, and Web browsing over disruption-tolerant networks by injecting custom logic into existing applications and communication streams. PbProxy encapsulates common functionality into a proxy base and supports customizable plugins to foster code reuse.