Electrochemical synthesis is a promising route for sustainable chemical production; however, its widespread application is hindered by low reaction rates and high energy demands. In this presentation, we report the efficient electrocatalytic conversion of 5-(hydroxymethyl)furfural (HMF) to biobased monomers by pairing HMF reduction and oxidation half-reactions in a single electrochemical cell. HMF hydrogenation to 2,5-bis(hydroxymethyl)furan (BHMF) was achieved at mild pH and ambient temperature using a self-synthesized Ag/C cathode catalyst. Meanwhile, HMF oxidation to 2,5-furandicarboxylic acid (FDCA) was facilitated with close to 100% faradaic efficiency using an inexpensive carbon felt anode together with a homogeneous nitroxyl radical catalyst. The selectivity and faradaic efficiency for Ag-catalyzed BHMF formation were sensitive to cathode potential, owing to competition from HMF hydrodimerization reactions and water reduction (hydrogen evolution). Moreover, the carbon support of Ag/C was active for HMF reduction and contributed to undesired dimer/oligomer formation at strongly cathodic potentials. As a result, high BHMF selectivity and efficiency were only achieved within a narrow potential range. Fortunately, the selectivity of nitroxyl-mediated HMF oxidation was not dependent on anode potential, thus allowing HMF hydrogenation and oxidation half-reactions to be performed together in a single cathode-potential-controlled cell. Electrocatalytic HMF conversion in the paired cell achieved high yields of BHMF and FDCA, and nearly two-fold greater overall electron efficiency compared to the unpaired cells. Future research will focus on the design of continuous-flow electrochemical reactors, in which the use of membrane electrode assemblies (MEA) may significantly lower internal resistance and further reduce total energy demands.