Organic poly radical ions are molecular spin units which could be used in the construction of magnetic materials. They possess the feature of redox activation/deactivation, a potential means of reversibly controlling the molecular spin state of the unit, thus imparting a magnetic switch function. Here, we describe the prospect of preparing tris arylamines suitably structured to yield long-lived cation, dication, and trication states of successively higher spin mutiplicity. The preparation and oxidation of N,N,N’,N’,N ",N "-hexa-p-anisyl-1,3,5-triaminobenzene (HATAB) are discussed, along with the ESR spectra of the HATAB higher oxidation states. The HATAB(2+) and HATAB(3+) ESR signals are assigned to triplet and quartet states respectively which, on the basis of cursory Curie-Weiss data, are tentatively assigned as the ground states of these poly cations, consistent with calculational results (AM1/UHF) on the unsubstituted system, 1,3,5-triaminobenzene dication and trication.