Techniques and devices for circumventing wireless data monitoring in communications between a communication device and a proxy server, as well as systems and techniques for detecting and resolving vulnerabilities in wireless data monitoring systems are described herein. The techniques for circumventing wireless data monitoring may include manipulating a routing table of a communication device, encapsulating data in an unmonitored protocol, and transmitting the encapsulated data in a “bearer,” or communications channel, to a proxy server that fulfills requests included in the encapsulated data. Furthermore, the techniques for detecting and resolving network vulnerabilities may include restricting protocols by bearers in an Access Control List, limiting a bandwidth of a bearer, or protecting a routing table in a secure location of the communication device.