It really isn't much fun watching England at the moment...
The loss condemned Southgate's side to relegation from their Nations League group and stretched their run without a victory to five games - their worst winless streak in eight years.
Southgate's side have now gone an astonishing 450 minutes without a goal in open play and the Three Lions boss was loudly booed off the pitch by the travelling fans who had made the trip to Italy.
Napoli forward Giacomo Raspadori scored the only goal of the game midway through the second half, taking advantage of some poor defending by Kyle Walker to fire a fine finish past Nick Pope.
The defeat leaves England desperately needing to beat Germany on Monday night in their final game before the World Cup to take any sort of momentum into Qatar.