Quoting: Garak
Retention is moot because it is only for this season. If it were any longer than that it would be different. The whole point of conserving retention slots is to make sure we have enough for Kane and Toews should they ask for a trade. Also, I would agree with you if this were last season or the summer, but this season, prior to injury, Tyler Johnson was pretty CHI's best forward. So, him and Bailey are not the same. Bailey has been playing awful hockey for quite a while now. He has been considered a cap dump going all the way back to this time last year and maybe even longer. He isn't useful at the NHL level anymore. So, unless Davidson just doesn't care about being compensated and wants him to take up a roster spot and get us to the cap floor, I don't consider him anything more than that.
What I see is Iskhakov is a guy who will never really make it past the AHL level. He'll be a tweener for a couple years before he becomes an AHL lifer or goes back to Russia. A good couple months isn't going to change that. He doesn't have the build, speed, or compete level for any sort of sustained success at the NHL level. Probably the same with Salo. It's pretty much what Salo has already been, a tweener that just can't seem to stick at the NHL level. Maybe a 3rd pairing d-man on a mediocre NHL team. Plus we have plenty of LHD as it is, and most of them would have him quickly moving down CHI's depth chart within a year or so. Neither of them can skate that well and neither have much trade value, if any. So that leaves Dufour and a late 1st paying for Kane and then CHI taking a $5M cap dump for nothing.
This proposal is essentially paying for Kane and then sending us a handful of scraps and a dump.
What would the retention be worth then? Because to me, asking to retain fully on Kane is gotta be a similar cost to eating the Bailey contract. Both will cost $5M this year, and while Bailey has an extra year, having him stick around in his walk year saves you the work of having to try and find another Max Domi & Andreas Athanasiou this offseason. I don't think he's really blocking anyone (correct me if I'm wrong), and if he stays healthy and produces at his normal 40ish point pace he becomes an okay chip next deadline.
And I know it's minimal value, but there is *something* to taking back cap in a Kane deal (or a Toews deal, for that matter) - if you let another team send back a $5M deal, it works the same as retaining for them without eating a slot. As I count it, Chicago has 4 assets almost guaranteed to be flipped out at the deadline - Kane, Toews, Domi, & Athanasiou. If you can take back a cap hit instead of a retention on one, you still have 3 retention slots for the other guys - and that's gotta be worth something no?
Lotta words to basically say if you think that Kane's full retention would cost a 3rd, I'd think the Isles could just pin one to the back of Bailey's jersey and have it more or less be the same, no?