To increase and optimize the use of wood in structural elements, a deep understanding of its mechanical behavior is necessary. The transverse material properties of wood are particularly important for mass timber construction and for utilizing wood as a strengthening material in timber connections. This study experimentally determined the stiffness and strength of Scots pine wood under compression perpendicular to the grain and rolling shear loading, as well as their dependence on the annual ring structure. A previously established biaxial test configuration was employed for this purpose. The modulus of elasticity in the radial direction was found to be about twice that in the tangential direction (687 vs. 372 N/mm²), although the strength in the tangential direction (5.19 N/mm²) was comparatively higher than that in the radial direction (4.70 N/mm²). For rolling shear, especially for the rolling shear modulus, a large variation was found, and its relationship with annual ring structure was assessed. The obtained RS modulus ranged from 50 to 254 N/mm², while RS strength was found to be between 2.14 and 4.61 N/mm². The results aligned well with previous findings.