This study looks at the persistent issue of business/IT alignment. While prior literature mainly focuses on business/IT alignment at the organizational level, this study adopts a process-level perspective. Specifically, considering the inherent idiosyncrasies in individual business processes and what happens when they are paired with different IT architectures. Drawing on a single case study, this study reveals that business/IT misalignment occurs when asynchronous IT architectures are paired with synchronous processes or when synchronous IT architectures are paired with asynchronous processes. Furthermore, the findings indicate that addressing misalignment introduces additional structural complexity across the IT architecture.