He is your boss, so it wouldn't do to antagonize him too much ;-).

First test: make sure that the file has the same size on the receiving and transmitting end.

Second, and tougher test: try to get a check sum on the receiving end.

Third, and most wasteful of bandwidth: copy the file back to the transmitting machine, with a new name, and compare the two files.

addendum:  I have seen file transfers via ftp fail, so I would not assume it can't happen.