The thermal polymerization of a bis(triphenylamine)-bis(styrene) monomer on ITO coated glass gave an electroactive film that underwent two stepwise oxidations. The perceived color change of the film upon stepwise oxidation was colorless-to-yellow followed by yellow-to-blue. The anodic cyclic voltammogram of the monomer was consistent over multiple cycles. The immobilized film could be reversibly switched between its colorless and blue states with applied potential in both a half- and full-electrochromic functioning device. The devices could also reversibly switch their colors upwards of 6 h. The retention of the electrochemically induced blue color was contingent on the device architecture. Upwards of 80% of the color was maintained 30 min after the potential was turned off with the double-layer electrochromic device structure. This device was prepared from two electroactive layers: a bis(triphenylamine) and viologen-based polymers that were immobilized on the electrodes. In contrast, 50% of the color of the active electrochromic device that was prepared from a single electroactive layer bleached 7 min once the potential was no longer applied.