In general, polymers possessing non-resonant electro-optic activities exceeding 20 pm/V require chromophores with strong electron withdrawing groups (cyanovinyls, carbon acid moieties, etc.) as well as highly polarizable bridges. Although much progress has been made on designing and preparing materials with molecular “electrooptic” activities, their incorporation into polymers to show comparably large bulk electro-optic activities has been met with little success. We report here the mature of the difficulty of the translation of microscopic to macroscopic electro-optic activity. The optimization of molecular activity increases intermolecular electrostatic interactions between chromophores, and these interactions impede induction of polar acentric order in the polymers. Theoretical analysis of the problem is presented, as well as one example of a material that is designed to circumvent these interactions. The resulting material possesses electro-optic coefficients as high as 29 pm/V and optical losses as low as 1.5 dB/cm.