Supervisor helmet

Location
The Supervisor Helmet is worn by the Pitt Raiders in the The Pitt (DLC). It can be found in several areas, such as on a raider positioned outside where Ashur usually stands (it can be aquired from him through killing him or Reverse-Pickpocketing better equipment).

It may also just be looted from the hostile Pitt Raiders killed before entering Downtown (or the ones in the arena fights), or even bought from Friday, a vendor in the Downtown section of the Pitt. She will sell you the Supervisor Helmet for about 70 caps (but in poor condition).