<font color="red"> I'm curious as his back end was much higher than his front end of the cutter. why? </font>
IT IS DANGEROUS, DO NOT DO THAT!
It is very possible that he is running too large of a rotary cutter on his tractor. If properly sized to the power of the tractor it can easily be run level, it will make a nice cut (at least a decent cut) and do exactly what it is designed to do.
Understand that properly used, a rotary cutter is designed to clear tall grass, shrubs and saplings and mulch them down moderately well. Running with the rear (or the front) up too high can throw dangerous debris (rocks, chucks of metal fence posts, large pieces of wood) out the back at VERY HIGH SPEEDS. There have been TOO MANY postings of people throwing debris chunks while rotary cutting here on TBN to make me want to use one in any way other than as intended by the manufacturer! People who often use rotary cutters often have safety screens behind their seats to protect them from flying objects. Several TBN members have posted pictures of their screens. I am a strong believer in using properly sized implements for the tractor and its PTO HP, doing this allows you to safely operate the implement as it is intended. A rotary cutter requires plenty of PTO, more than a finish mower. Many people buy one large enough to cover their rear track width and don't have the HP to run it. It is plain folly to do that with a rotary cutter, they are useful, but potentially dangerous and should be treated with great respect and operated with great care.