It's a repeating roller cancel. A roller cancel is a hand operated device with a "wheel" on the end of it; on this wheel is the impression you see. Typically, in the Post Office, they are used for cancelling parcels on which there are a lot of stamps. While they are efficient, they often utilize a killer bar or bars in the design, and ensure that the cancel can in no way be removed.
Luckily, the U.S. version of the roller cancel does not utilize a killer bar, but here are examples of that used in Canada:
