The breaking of chiral symmetry in holographic light-front QCD is encoded in its longitudinal dynamics with its chiral limit protected by the superconformal algebraic structure which governs its transverse dynamics. The scale in the longitudinal light-front Hamiltonian determines the confinement strength in this direction: It is also responsible for most of the light meson ground state mass consistent with the Gell-Mann-Oakes-Renner constraint. Longitudinal confinement and the breaking of chiral symmetry are found to be different manifestations of the same underlying dynamics like in t Hooft large $N_C$ QCD(1 + 1) model.