This study reveals the magnitude of stress spread angles in the design of plywood gusset plates when subjected to uniaxial tension, with a specific focus on mechanical connections. Plywood plates with elevating widths at three different load-face grain angles were destructively tested. The test series continued with consecutively increased plate widths until the measured forces reached plateaus. Two models, namely, the classic and modified stress spread models, adopted from the Whitmore effective width theory, were investigated to account for the observed phenomenon. The classic stress spread model considers a rigid fastener array and an evenly distributed stress block. A closer-to-reality modified model considers the summation of stress blocks contributed from each fastener line. For both models mentioned, the magnitudes of corresponding spread angles were calibrated utilizing a fitting scheme considering maximized R-square values. The validity of both models was later examined and validated versus the previous experimental data reported in the literature. It was found that the classic model, despite some close predictions, gave over-estimations on the load-bearing capacities of several connection patterns. The modified model was found to be conservative for almost all investigated fastener patterns. Accordingly, a hybrid adoption of stress spread models was suggested.