This contribution describes the formulation and the resolution of optimization problems for the design of the structural details of the Vitruvian columna-capreoli joint, contemplating a solid wood replacement hypothesis of the A-trusses installed in the Aula Magna of the monastic complex of San Lorenzo ad Septimum in Aversa, currently hosting the Department of Architecture and Industrial Design of the University of Campania “Luigi Vanvitelli”. After translating the design problem into a canonical optimization model problem formulated in the context of linear elliptic partial differential equations of elastostatics, selection of wood species is introduced as a degree of freedom of the model problem to open the discussion towards the combined use of sustainability metrics and structural performance metrics. The specific model-problem solution herein presented addresses a 3-parameter analysis for the optimization of the dimensional details of the kingpost-strut joint connection, questioning, as an additional problem, the optimal choice between solid spruce and solid walnut. Performance analyses have been carried out with the aid of an object-oriented in-house-developed multipurpose structural analysis code (MORES), employing discretized frame-assembly and membrane formulations. The proposed approach, which appears to be readily extendible to other types of wooden structures, provides useful indications for the optimization of the intervention in terms of dimensional details and tree species that can be used. Some considerations in perspective are also drawn on the formulation of wider breadth struct-stainability problems which may not necessarily remain confined within the pure context of theoretical and applied mechanics.