The　difunctionalization　of　unsaturated　bonds　plays　a　vital　role　in　the　enrichment　of　molecular　complexity.　While　various　catalytic　methods　for　alkene　and　alkyne　difunctionalization　have　been　developed　in　recent　years,　hetero-functionalization　the　introduction　of　two　different　atoms　has　been　less　explored.　This　is　mainly　due　to　the　challenges　associated　with　achieving　high　chemo-,　regio-,　and　stereoselectivity,　especially　when　adding　two　similar　atoms　from　the　same　group　across　unsaturated　bonds.　In　this　study,　we　describe　a　nickel-catalyzed,　three-component　reductive　protocol　for　group　14　element　hetero-difunctionalization　of　1,3-enynes　using　electrochemistry.　This　new　method　is　mild,　selective,　and　general,　allowing　for　the　silyl-,　germanyl-,　and　stannyl-alkylation　of　enynes.　Various　chlorosilanes　as　well　as　chlorogermans,　and　chlorostannanes　can　be　successfully　used　in　combination　with　aryl/alkyl-substituted　1,3-enynes　and　primary,　secondary,　and　tertiary　alkyl　bromides　in　the　electroreductive　coupling.　©　2023　Wiley-VCH　GmbH.