The near future will put a lot of demand on the increasing need for energy production and storage. Issues regarding the modern-day battery technology’s environmental benignity, safety and cost to sustain such demands thus serve as a huge bottleneck, necessitating the research into alternative electrochemical energy storage solutions. Conducting redox polymers are a class of materials which combines the concepts of conducting polymers and redox active molecules to work as fully organic electrode materials. In this work three conducting redox polymers based on 3,4-ethylenedioxythiopene and 3,4-propylenedioxythiopene (EPE) with hydroquinone, catechol and quinizarin pendant groups were investigated. The polymers were electrochemically characterized with regards to their ability to cycle protons (aqueous electrolyte) and cations (non-aqueous electrolyte), their kinetics and charge transport and as cathodes in a battery. In non-aqueous electrolyte, hydroquinone and catechol did not exhibit redox activity in a potential region where the backbone was conducting as they were not redoxmatched. Quinizarin showed redox-matching as concluded by in situ conductance and UV-vis measurements when cycling Na+, Li+, Ca2+ and Mg2+-ions in acetonitrile. Comparison of the kinetics revealed that the rate constant for Ca2+-ion cycling was several magnitudes larger than the rest, and galvanostatic charge/discharge showed that 90% of the polymer capacity was attainable at 5C. An EPE-Quinizarin cathode and metallic calcium anode coin cell assembly displayed output voltages of 2.4 V, and the presented material thus shows promising and exciting properties for future sustainable battery chemistries.