Occasionally, the 'staff shepherd' can get a bit of a surprise...
Back in the early 1970s, a student at one UK FTS was thought to be rather timid about low level navigation and was constantly being told that he was too high during his dual trips.
So when he was sent off on a solo LL navex, a staff chase aircraft set off just after him....
The student turned out to be very far from being timid at low level and was right down in the weeds for his entire trip - far lower than the staff pilot was prepared to fly!