Articulated heavy vehicles exhibit poor lateral stability, which may lead to unstable motion modes, e.g., trailer-sway and jackknifing, causing severe accidents. Varying relevant vehicle parameters improves the static stability but degrades the dynamic stability. The past studies focused either on the static or dynamic stability alone. However, little attention has been paid to exploring the trade-off between the static and dynamic stabilities. To gain design insights for active safety systems for AHVs, this article studies this trade-off systematically. To this end, a systematic method is proposed to conduct the linear stability and trade-off analysis. To implement and demonstrate the proposed method, a linear three-degrees-of-freedom yaw-plane model is generated to represent a tractor/semi-trailer. A trade-off analysis is conducted considering two tractor rear-axle configurations and three trailer payload arrangements. In each case, simulation is performed in both steady-state and transient testing maneuvers. To validate the linear stability analysis based on the linear yaw-plane model, two nonlinear TruckSim models are introduced, and the corresponding simulation is conducted. Insightful understanding of the trade-off is gained through analyzing the simulation results, and the linear stability analysis will provide valuable guidelines for the design and development of active safety systems for AHVs.