Boratabenzene‐derived metallocene analogues are introduced as versatile new building blocks for metallopolymers. Bis(borinato)iron(II) complexes of the type Fe(C5H5BR)2 (R: CCH, CCSiMe3, 4‐(1‐benzyl‐1,2,3‐triazolyl) were synthesized and spectroscopically, structurally, and electrochemically characterized. Polymerization via Sonogashira–Hagihara coupling of the alkynyl‐substituted derivative Fe(C5H5BCCH)2 with 2,5‐bis(dodecyloxy)‐1,4‐diiodobenzene yields a film‐forming polymer in 50–69 % yield. Polymer batches were obtained with number‐average molecular weights (Mn) of 11.7 and 20.5 kDa and polydispersity indices (PDI) of 1.55 and 2.65, respectively, as determined by gel permeation chromatography relative to polystyrene standards. Click‐type polymerization of Fe(C5H5BCCH)2 through azide–alkyne cycloaddition with 1,4‐bis(4‐azidobutoxy)benzene gives the corresponding metallopolymer with an Mn of 5.7 kDa and a PDI of 2.29 in 87 % yield.