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Abstract We report the synthesis of a Y‐shaped inimer that contains two orthogonal initiators for ATRP and NMP. The inimer is synthesized through a one‐pot multi‐component reaction that vastly simplifies the typically cumbersome synthesis of similar compounds. The Y‐inimer has the versatility to be homopolymerized into a backbone for A/B Janus bottlebrush synthesis or copolymerized with glycidyl methacrylate (GMA) and cross‐linked into an ultra‐thin coating for mixed A/B brush growth from planar surfaces. Importantly, the Y‐shaped nature of the inimer ensures growth of A and B brushes are consistently in a 1:1 ratio. We demonstrate the application of the Y‐inimer in the synthesis of a PMMA/PS Janus bottlebrush as well as two different mixed A/B polymer brushes, one with the ability to microphase separate, and a second mixed polyelectrolyte brush with opposite charges. The inimer is compatible with various A/B monomer systems and offers a universal approach to the “grafting‐from” polymerization of dual vinyl polymer side chains. This study provides a unique way of utilizing multi‐component reactions in polymer chemistry to access complex functional architectures.