You're entitled to your opinion but so am I and although I readily admit Keith isn't a true #1 d-man anymore because both his defensive and offensive play have declined from a few years ago - he is still skates well and is a pretty good defender. He would be a solid upgrade as a top-4 defender on most Cup contending teams - including Toronto. Play him 5v5 and PK and he improves Toronto's chances to win the Cup.
I don't think Keith would command a 1st and a prospect because he's 35 with 4 years remaining but I don't think it's unreasonable to think he would net a good young player in return, especially given the cap situation Toronto will be facing this summer.
- EbonyRaptor
Even if you don't consider Keith a #1 anymore, he is most definitely a top pairing D-man on most teams, especially for those looking to solidify their back end. Sure, teams like the Sharks, Preds and a few other deep Defensive teams don't slot him in the top pair, but they aren't looking to trade for D. Teams like TOR, COL and others are specifically looking for D.
Regardless of age a top pairing D man is a top pairing d-man. Take a look at the salaries and ages. Suter, Byfuglien, Giordano, Burns, Boychuck are all 33 or older and have higher, some significantly, cap hits than Keith. Keith is one of the lower paid top pairing D in the league.
If you trade him you are getting a "sure thing" prospect and a low first / high second round pick, or a High first round pick and a "solid" prospect.