A visible light photoredox-catalyzed N-centered radical addition/semipinacol rearrangement cascade of cycloalkanol-substituted 1H-indenes or styrenes with N-arylsulfonyl protected 1-aminopyridinium salts is presented. This protocol provides an efficient access to β-amino (spiro)cyclic ketones at ambient temperature, and has the advantages of broad substrate scope, good functional group tolerance, simple operation and mild conditions.