Comparing across the imides, diesters, and monoesters, the imides had the lowest kp values without exception; the fastest imide (NB-NCy) had a ~19% lower kp than the slowest diester/monoester (NB-(CO2Me)2). This result agrees well with the trends reported for imide versus ester anchor groups for both small molecule monomers and macromonomers. Comparison of the monoesters and diesters shows that while the monoester TCND-CO2Me and diester TCND-(CO2Me)2 propagate at nearly the same rate, NB-CO2Me propagates 5.6 times faster than its diester counterpart NB-(CO2Me)2. Altogether, these results demonstrate that TCN and TCND monomers possess similar living behavior and G3-initiated ROMP kp values compared to traditional exo-NBs.