Herein, we report a direct, light-mediated defluorosilylation protocol for converting α-trifluoromethyl arylalkenes and alkyl silanes into γ,γ-difluoroallylic compounds via a combination of photoredox catalysis and hydrogen atom transfer. The clean, convenient protocol can be scaled to the gram level, and its mild conditions make it very suitable for late-stage functionalization of complex natural products and drugs.