A Diploma Thesis titled “Investigation of Drivers’ Preferences Towards New Innovative Vehicle Insurance Schemes” was presented by Emmanouil Konstantinopoulos in July 2018, with the support and data from OSeven Telematics. The objective of this Diploma Thesis is to investigate the most important factors that determine the demand of Greek drivers for vehicle insurance services comprising new innovative insurance schemes of Pay As You Drive and Pay How You Drive (PAYD & PHYD), taking into account critical characteristics of driving behaviour. The analysis demonstrated that the young and the female drivers show higher probability of selecting PAYD/PHYD schemes, while the Freelancers are more reluctant to such schemes.