With the aim to improve the energy and high-power density of Li-organic hybrid batteries, the development of organic molecules with multiple redox centers, limited solubility and high conductivity is highly desirable. In the current work, we report a rational design strategy to suppress the dissolution and enhance the conductivity of such active materials from small molecules 1 and 2 to conjugated polymers CP1 and CP2 in stepwise fashion toward realizing high performance LIBs. Compounds 1 and 2 can reversibly store up to four electrons and show greatly decreased solubility compared to BMP as a result of strong intermolecular interactions. The donor-acceptor (D-A) character of 2 helps enhancing the intramolecular charge transfer, thereby improving the electronic conductivity and ultimately, battery performance. Both cycling stability and rate performance are further enhanced through the polymerization, as a result of high electrochemical activity and effective suppression of dissolution. Impressively, polymer CP2 delivers not only the highest capacity, but also the best cycling stability, reaching up to 540 mAh g -1 after 240 cycles at 0.5 A g -1 . We believe that this work provides a promising carbonylpyridinium-based building block featuring multiple redox centers, on the way to competitive high performance Li-organic batteries.