The present work puts forward a combined chemistry and engineering approach to pinpoint less conventional batch terpolymerization, opening the door to the successful rROP of methacrylate derivatives. Using well-established rROP comonomers, we reveal new mechanistic insights such as (i) chain transfer to MMA after an at first sight unexpected DOT addition as well as (ii) triad formation with the auxiliary monomer (unconventional "red"-"green"-"red" sequence instead of the more conventional "red"-"green" sequence). These insights are possible thanks to so-called coupled matrix based Monte Carlo (CMMC) simulations, enabling the visualization of each monomer sequence per chain in a representative ensemble by stochastics means. The individual segment lengths after hydrolytic degradation are therefore directly known, enabling a unique quality labeling of the rROP synthesis approach for the selected reaction conditions.