This paper employs a case history to describe deployment of new TDR cable and communication technologies to monitor stability. It involves remotely monitoring possible sinkhole-induced deformation near a “land bridge” installed over a recent subsidence event. A TDR cable was installed horizontally along with more typical vertical cables to detect possible subsidence induced shearing. In addition, vertical air dielectric (hollow) TDR cables were installed to monitor changes in ground water regime that might be associated with the onset of sinkhole-induced deformation. Finally tiltmeters were installed to monitor rotation of the land bridge. The objective is also for the polling to be autonomous and wireless. A number of communication systems were tested and a point to point radio device was finally selected. The foundation for design of optimally compliant cables for use in soft soil is also discussed