This research attempts to investigate the challenges involving cross-context technology transfer. It aims to analyze the adoption and diffusion of technological innovation in a given context. Previous studies largely examine innovation features, adopter characteristics, and environmental conditions. Although the current studies suggest many useful ways to improve the condition of adoption, they do not however examine whether the technology would align with the recipient』s local context. In such condition, even though a technology can be effectively implemented, it may not necessarily align with the organizing principles situated in the recipient』s context. This research project proposes to examine this alignment issue by means of understanding the 『institutional characteristics』, or 『institutional properties』, embedded in the technology and that situated in the recipient』s organizational context. This approach presents a novel way to re-examine innovation adoption and diffusion. In contrast with the previous literature, this study focuses on the analysis of work practice and temporal process (developmental process over time). Two large-scale cases are proposed. The first case investigates technology alignment in a cross-national technology transfer initiative. The comparative analysis of institutional properties helps us understand why the system used successfully in one context would become worst practices when deployed in another. The second case examines an e-learning system that was rapidly diffused in Taiwan. The analysis of 『robust design』 will help us understand how innovation could be designed and adapted to avoid institutional resistance. These two cases provides new perspectives to examine innovation adoption and diffusion in which technology is a core element, and suggest practical implications for enterprises to manage innovation effectively.