Self-healing supramolecular binder was previously found to enhance the cycling stability of micron-sized silicon particles used as the active material in lithium-ion battery anodes. In this study, we systematically control the density of cross-linking junctions in a modified supramolecular polymer binder in order to better understand how viscoelastic materials properties affect cycling stability. We found that binders with relaxation times on the order of 0.1 s gave the best cycling stability with 80% capacity maintained for over 175 cycles using large silicon particles (∼0.9 um). We attributed this to an improved balance between the viscoelastic stress relaxation in the binder and the stiffness needed to maintain mechanical integrity of the electrode. The more cross-linked binder showed markedly worse performance confirming the need for liquid-like flow in order for our self-healing polymer electrode concept to be effective.