Active control of the transportation of liquid drops on a horizontal surface is achieved using surfaces with switchable wettability via remote stimuli. However, the mechanism how the dynamic wettability influences drop dynamics is rarely reported. In this paper, we demonstrate that a surface with switchable wettability induces depinning of the contact line through re-orientation of anisotropic molecules. We investigated the dynamics of contact lines and contact angles during the initiation of drop movement by the advancing and receding angles of the surface. We found that imbalance between advancing and receding angles with respect to the dynamic contact angle provides the force needed to overcome the energy barrier due to contact angle hysteresis on the surface. We discovered that the driving energy is accumulated with oscillations in contact angle until it breaks the pinning energy barrier. Understanding the role of dynamic contact angles in drop movement on switchable surfaces paves the way for designing effective fluid manipulation devices, such as water harvesters, biosensors, and oil–water separators.