Quick Share (formerly Nearby Share) has enabled file sharing on Android for 4 years and expanded to Windows a year ago. Google's promotion of Quick Share for preinstallation on Windows, alongside the limited recent research, ignited our curiosity about its safety, leading to an investigation that uncovered more than we had imagined. We studied its Protobuf-based protocol using hooks, built tools to communicate with Quick Share devices, and a fuzzer that found non-exploitable crashes in the Windows app. We then diverted to search for logical vulnerabilities, and boy oh boy, we regretted we hadn’t done it sooner. We found 10 vulnerabilities both in Windows & Android allowing us to remotely write files into devices without approval, force the Windows app to crash in additional ways, redirect its traffic to our WiFi AP, traverse paths to the user’s folder, and more. However, we desired the holy grail, an RCE. Thus, we returned to the drawing board.