The syntheses of the triazenide complexes [{N(NDipp)2}2M] (Dipp = 2,6-di-isopropylphenyl; M = Ge(II) (1), Sn(II) (2), Pb(II) (3), and Te(II) (5)) are described for the first time. These compounds have been characterized by single-crystal X-ray diffraction and heteronuclear NMR spectroscopy. Density functional theory calculations were employed to confirm the presence and nature of the stereochemically active lone pairs in 1-5, alongside the Gibbs energy changes for their general synthesis, which enable the rationalization of observed reactivities.