This article presents an excerpt from the Cape Reviso Toolbox, which, using digital methods, is designed to better recognize and understand conflicts between cyclists and other road users users. A user survey, distance measurements, emotion sensing and AI camera system modules presented here were carried out as a synchronous test run with 16 test persons and almost 300 data sets in Herrenberg. The positive result motivated subsequent projects to scale up the approach with a longer duration, independent implementation of the measurements by the test persons, and integration into municipal planning processes. The results were discussed with citizens and decision-makers and confirmed local knowledge about uncertainties through sensor measurements.