This book constitutes the refereed proceedings of five workshops co-located with SAFECOMP 2018, the 37th International Conference on Computer Safety, Reliability, and Security, held in Västerås, Sweden, in September 2018. The 28 revised full papers and 21 short papers presented together with 5 introductory papers to each workshop were carefully reviewed and selected from 73 submissions. This year's workshops are: ASSURE 2018 – Assurance Cases for Software-Intensive Systems; DECSoS 2018 – ERCIM/EWICS/ARTEMIS Dependable Smart Embedded and Cyber-Physical Systems and Systems-of-Systems; SASSUR 2018 – Next Generation of System Assurance Approaches for Safety-Critical Systems; STRIVE 2018 – Safety, securiTy, and pRivacy In automotiVe systEms; and WAISE 2018 – Artificial Intelligence Safety Engineering. The chapter '“Boxing Clever”: Practical Techniques for Gaining Insights into Training Data and Monitoring Distribution Shift' is available open access under an Open GovernmentLicense via link.springer.com.