In addressing these challenges, we took cues from our previous exploration into the realm of functional group transfer. Functional group transfer serves as a powerful tool in the tapestry of small molecular architecture, facilitating not only the dual functionalization of alkenes and alkynes but also enabling direct C-H functionalization . By harnessing the migratory aptitude of functional groups, we have channelled our focus into devising novel polymerization reactions that capitalize upon non-traditional monomers. Herein we put forth an innovative GTRP polymerization paradigm specifically designed to surmount the polymerization barriers associated with chain transfer reactions in α-olefins through the strategic use of functional group transfer (Figure ). This approach paves the way for the synthesis of high molecular weight polymers characterized by a narrowly defined molecular weight dispersion. The radical polymerization commences with the reactive alkyl radical species a, which instigates a 5-exo-dig addition to the cyano or other migrating groups. This reaction yields the cyclic iminyl radical b, an intermediate that undergoes C-C bond scission followed by cyano migration . The ensuing propagating radical species c is primed to rapidly incorporate another α-olefin monomer, steering the polymerization process towards the synthesis of high-weight polymers under controlled conditions. In this discourse, we apply GTRP into both homopolymerization and copolymerization that harnesses group transfer to synthesize carbon-chain poly(α-olefins), showcasing cyano group migration as a pivotal mechanism. Consequently, our proposed strategy elegantly obviates the radical polymerization obstacles of linear α-olefins associated with chain transfer, charting a new course for the fabrication of multiply functionalized polymers (Figure ).