Sounds like me almost...
Even winning like that may not earn him enough points to move up. If I didnt play up this year, I wouldnt have moved up.
If this person was very low on the dynamic scale and his/her opponents were also low its quite possible there is no bump.
Also, not every league counts towards/against NTRP, and not every player at the playoff (benchmark) level is equivalent as the next.
"In the 1980's two men dominated--sometimes each other, most of the time everyone else."