If you go back 40 years to 1966, you end up picking up some prime years for guys like Hull & Mikita plus Howe & Beliveau still had some good NHL years left which surely pushes Jagr out of your top 5. It doesn't make since to rate players for a set period of time such as 40 or 35 years. Either rate them all time or don't rate them at all. As far as Chooch's premise that Jagr is better than Orr--Ridiculous!!
Basically, I'd go back to expansion, as it's a harder comparison when there are not only significantly shorter schedules, but only six teams in the league and perhaps more difference in ice time, etc. I wonder how many Cups Jagr may have won in a six team league, since he expended a lot of energy just getting mediocre Penguin teams to the playoffs.
Really don't see any of those players mentioned as significantly better than Jagr in peak or career offensive production, although it's highly unlikely Jagr has as long a career as Gordie Howe, and so probably won't eclipse Howe's adjusted totals. So the argument for those players comes down to defense, leadership, etc. which are hard to measure. Jagr's a +245, which doesn't compare to someone like Orr, but is still impressive and more so if you notice the absence of his various teammates on the all-time +/- leaders. He's won 2 Cups, has 67 goals and 155 points in the playoffs so far, has captained two NHL teams as well as Czech medalists, has won triple gold internationally, along with his 3 Pearsons, 5 Rosses, etc.
I don't put Jagr ahead of Orr, who was a fantastic and revolutionary player. I see Orr or Lemieux as the two best non-goalies of the past ~40 years and probably ever.