With cement production accounting for approximately 36% of all construction-related emissions, the industry faces an urgent need for decarbonization [1]. A promising approach is the reuse of structural elements. Nevertheless, a major challenge lies in connecting these elements in a manner that ensures structural reliability and enables sustainability by allowing for simple disassembly for later re-purposing in new structures. Unlike new cast-in-place concrete, reused elements possess geometric deviations and unknown reinforcement layouts. Furthermore, in the context of circular reuse, easy dismantling, the reduction of added materials and the limitations in the fine processing also are very challenging in the design of connections. Building on initial studies [2], this contribution first presents a comprehensive classification of demountable connections for reuse scenarios. This classification is used for identifying critical design parameters. While traditional design approaches rely on iterative manual adjustments, this work proposes an approach based on simplified engineering models to evaluate the load-bearing capacity of different connection designs. Finally, the work outlines a pathway towards an optimisation-driven design methodology to fully exploit the potential in developing more efficient and sustainable connection designs. [1] Habert G. et al., Environmental impacts and decarbonization strategies in the cement and concrete industries, Nature Reviews Earth & Environment, Vol. 1, pp. 559-573, 2020. [2] Küpfer C., Bastien-Masse M., Fivet C., Reuse of concrete components in new construction projects: Critical review of 77 circular precedents, Journal of Cleaner Production, Vol. 383, pp. 135-235, 2022.