Investigating the effects of existing transport solutions and practices holds the potential for designing targeted interventions to give a push in the right ‘multimodal’ direction. This chapter builds on the case of a bike sharing-scheme in Oslo, Norway to understand how the gendered variations of the following factors lead to active (or passive) sustainable travel behaviour: (1) key transport decisions; (2) adoption and retention challenges; (3) usage patterns; and (4) infrastructural needs. Social practice theory, shared ‘smart’ mobilities, and gendered patterns of cycling have been used to develop a conceptual model to highlight how transport decisions and schemes may trigger new sets of mobility practices, and how these can be steered in the future for sustainable mobility practices.