Self-aggregation is a concerted interplay of monomers, primarily driven by tailgroups hydrophobic interactions . This insight is reflected in accretion kinetics, whereby changes to the length of lipid tailgroups could modify exit rates by several orders of magnitude . This work uncovers the contribution of headgroup chemistries to the accretion kinetics, which is perhaps energetically milder yet has substantial kinetic influence. Previous reports illustrated the effects of headgroup chemistries on aggregate sizes and structures , and our work uncovers complementary key facets in lipid insertion and removal.