Jackknifing refers to the serious situation where a vehicle-trailer system enters a jackknife state and the vehicle and trailer eventually collide if trailer operation is not corrected. This paper considers low speed trailer maneuvering typical of trailer backing. Jackknife state limits can vary due to sideslip caused by physical interaction between the vehicle, trailer, and environment. Analysis of a kinematic model considers sideslip at the vehicle and trailer wheels. Results indicate that vehicle-trailer systems should be divided into three categories based on the ratio of hitch length and trailer tongue length, each with distinct behaviors. The Long Trailer category may have no jackknifing state while the other two categories always have states leading to jackknifing. It is found that jackknife limits, which are the boundaries between the jackknifing state and the recoverable regions, can be divided into safe and unsafe limits. The latter of which must be avoided. Simulations and physical experiments support these results and provide insight about the implications of vehicle and trailer states with slip that lead to jackknifing. Simulations also demonstrate the benefit of considering these new slip-based jackknife limits in trailer backing control.