The shear strength and stiffness of laminated bamboo lumber (LBL) shear walls are highly dependent on the performance of their individual nailed joints. This study presents lateral-loading test results of single-connector oriented strand board (OSB) sheathing-to-LBL framing nailed joints under monotonic loading. A series of specimens were tested, considering the variables of nail diameter (d), OSB panel end distance (a), LBL stud end distance (b), and loading direction. It was found that the failure mode is closely related to the end distance and loading direction. For specimens with a or b less than 15 mm, premature OSB end tearing or LBL shear failure was observed. As expected, the load-carrying capacity increases as nail diameter increases, specimens loaded parallel to grain exhibited increases in capacity compared to specimens loaded perpendicularly. Comparison with previous studies reveals that the capacity of single-connector OSB sheathing on LBL framing exceeds that reported in the literature for OSB sheathing on wood framing with nails. When contrasting existing standards with experimentally determined capacities of nailed joints, it is apparent that Eurocode 5 accurately predicts the capacity of connections. The modified Foschi model that better predicts the monotonic response of sheathing-to-framing nailed joints is proposed.