Unless a team totally messes up a top-10 pick, they shouldn't be factored into how successful rebuilds are as much as other moves. If you're drafting top-10, you should be able to get atleast a mediocre player.
That said, Raymond, Seider, and Edvinsson all look like pieces, but what else has he done that has been that amazing? The best player Larkin was already around when he took over. The wings prospect pool has been praised for years now, but other top-20 picks (and Veleno), which players drafted have made the NHL/look like big time players?
The only reason they're even in the playoff hunt is the veteran forwards brought in like Kane, Compher, Copp, Perron...none of which should be expected to be around if/when the Wings become contenders anytime soon. Even if you expect Kasper/Danielsson to come in and replace some of them, and Edvinsson, and ASP to plug into the D core...I just don't see how that becomes a contending team.