Development of more sustainable and environmentally friendly polymers as alternatives to petroleum-based polymers is a priority. We report the synthesis of six linear, aliphatic, renewable polymers by acyclic diene metathesis (ADMET) and thiol-ene polymerization of α,ω-polyenes resulting from thermal esterification of adipic, azelaic, and itaconic acids with 9-decen-1-ol. ADMET homopolymerization was performed with 1.0 mol% Hoveyda-Grubbs second generation metathesis catalyst. Thiol-ene copolymerization was conducted photochemically with 1 wt% 2,2-dimethoxy-2-phenyl-acetophenone and stoichiometric 1,2-ethanedithiol (EDT). Although the thiol-ene copolymers exhibited carbon and atom economies of 100%, the ADMET-derived polyesters possessed superior renewable carbon content (100%) and environmental factors (<4). These results were attributed to incorporation of non-renewable EDT into poly(thioether-ester)s and loss of ethene during production of ADMET polyesters. The M n (>26 kDa), M w (>92 kDa), and dispersities (>3.4) of the poly (thioether-ester)s were higher than the corresponding polyesters, which in part explained why the poly(thioether-ester)s gave higher melting (>61 C), crystallization (>49 C) and glass transition (>À31 C) temperatures. The cross-linked itaconate polymers did not melt or crystallize, thereby suggesting amorphous morphology. Lastly, the ADMET polyesters were more thermally stable (T 50 > 408 C) than the poly(thioether-ester)s (T 50 < 377 C). In summary, the aliphatic biopolymers displayed a wide range of properties that were impacted by polymerization method as well as the nature of the monomer.