In this study, we present the synthesis and characterization of the octadentate bispidine ligand, Hbispox and its complexes with medicinally useful radiometal nuclides (In and Lu), including their X-ray diffraction single crystal structures with the stable isotopes. InCl radiolabels the ligand quantitatively at ambient conditions ([L] = 10 M, room temperature, pH 7 and 15 min) and the in vitro human serum stability assays demonstrated high stability of the [In(bispox)] complex over 5 days. Moreover, the β emitter Lu radiolabels the ligand at 37 °C in 30 min (pH 8). These initial investigations reveal the potential of the octadentate bispidine ligand Hbispox as a useful chelator for In and Lu-based radiopharmaceuticals.