C-H activation reactions have allowed us to react traditionally chemically inert bonds in molecules to develop new methods for cross-coupling reactions. This type of reactivity can be applied to conjugated polymer materials in an effort to improve existing synthetic difficulties including harsh reaction conditions, multiple monomer functionalization steps, and organometallic reagent waste. In this Viewpoint, we highlight some of the encouraging advances in direct arylation polymerization (DArP) as well as ongoing challenges for future improvement and utility.