Not sure you can say Jordan winning fan of the year at the time he did was anything short of well deserved. As I recall he'd done something in the area of 300 consecutive games, possibly more, throughout the European years as well. He was extremely dedicated.
I would imagine the same thing happened that happens to plenty of others - when you're in your early 20s, have a full time job, no wife and no kids you can spend every spare penny you have on following Rovers. Then you grow up, get married, have kids and a wife to support and spend time with. If you live in Blackburn, fine. Going to Ewood takes up a few hours of your Saturday and you're back home in time for tea. Those that live further afield don't have that same luxury.
I'm glad to hear he's doing well. He was a really nice lad in my experience and very dedicated to the club. Even if he didn't know how to spell Orville.