Connections in wood have been investigated and advanced ever since the ground-breaking work of Johansen in the early nineteenth century. Nevertheless, not much investigation has been undertaken on the existence of load-displacement path dependency in a sheathing-to-framing connection. Herein, a sheathing-to-framing connection is investigated in relation to displacement path dependency. This work uses 3D Finite Element beam-on-foundation models of an Oriented Strand Board (OSB/2) sheathing nailed to a C24 wood framing, to study possible strategies to numerically simulate the displacement path dependency. The models are used to study if non-linear elastic or elastic-plastic embedment properties of an annular-ringed shank nail in the wood-based materials bring about the path dependency using Connector elements in combination with different material models in the FE software Abaqus. Numerical results are compared with corresponding experimental test results of the connection together with the Eurocode 5 approach. The outcome of the numerical study both; confirms the existence of displacement path dependency and shows that this property in the connection can be described by plasticity properties in nail, sheathing material and the wood framing.