Spaceborne multi-temporal interferometric synthetic aperture radar (MT-InSAR) is a monitoring technique capable of extracting line of sight (LOS) cumulative surface displacement measurements with millimeter accuracy. Several improvements in the techniques and datasets quality led to more effective, near real time assessment and response, and a greater ability of constraining dynamically changing physical processes. Using examples of the COSMO-SkyMed (CSK) system, we present a methodology that bridges the gaps between MT-InSAR and the relative stiffness method for tunnel-induced subsidence damage assessment. The results allow quantification of the effect of the building on the settlement profile. As expected the greenfield deformation assessment tends to provide a conservative estimate in the majority of cases (~71% of the analyzed buildings), overestimating tensile strains up to 50%. With this work we show how these two techniques in the field of remote sensing and structural engineering can be synergistically used to complement and replace the traditional ground based analysis by providing an extended coverage and a temporally dense set of data.