I think there is something wrong with that. The way I see it, someone with 5 years desk experience doesn't have 5 years of experience. They have 1 year of experience repeated 5 times. After all, how many ways are there to dispatch a CLE-SBN flight?
After 3 to 5 years experience, you'd best be showing some professional growth; a more responsible position, a new company with bigger aircraft, an advanced degree, something that shows professional development. Think about who makes hiring decisions. These are people who have grown in their profession. Who do you think they want to hire? Some guy who's been slacking off for the past for the past 5 years? Or someone like them who is advancing themselves and their profession?