A practical approach to generating bench-stable redox-active fluorosulfonamide radical reagents from the abundant sulfuryl fluoride (SO2F2) could offer a viable solution to the enduring challenge of radical fluorosulfonamidation. Drawing inspiration from the pioneering work of Hong, Prakash, and others , we speculated that the cationic aminopyridinium salt could harness the highly electrophilic SO2F to forge a bench-stable redox-active pyridinium fluoroborate derived PNSF reagent (Figure ). The presence of a reducible N-N bond that provides the opportunity for depyridylative and this cationic complex may undergo SET process to generate fluorosulfonamide radicals (Figure ).