Jackets were in the playoffs I believe in 08-09 or 09-10. They got swept in the first round by the Wings.
It's not a matter of being bad for 10 years and a salary cap etc, etc.
It's the team culture and the GM/Front Office's ability to be able to address those needs.
It's kind of the same thing that the Rangers have done with Sather as GM. He's been continously trying to recapture his days as the Oiler's head coach during their dynasty in the 80's. He signs all these big names, gets a lot of flash, but there is no sense of team there.
If you want to see a team that is run really well from the ground up then look no further then the Predators. They're in a tough division with Detroit and Chicago, yet they continously make the playoffs with no real big stars on their roster and they've had the same coach since their inception.