Perfect Trade Deadline imo:
Lupul for 2nd
Franson for late 1st
Santo for 2nd
Winnik for 3rd
Bozak for late 1st or 2nd + B prospect
Then at the draft package some picks to try and get another pick in the top 20
I hope someone will give us a first for Franson. I don't think he's worth that.
Winnik I think is worth more than a 3rd. If you think that your team will be a serious cup contender, you're going to want to have Winnik out there killing penalties and grinding out a tough 7 game series. Santo I think could also be a huge boost to a team with a weak link in their top 9.
I would try and trade Santo and Winnik in a package with one of our roster players (Kessel, Bozak, JVR, Lupul, etc.) for a good prospect. I think that virtually every serious playoff team will want to add Winnik and Santo... so we can't just take 2nd round picks (since they'll be late 2nds anyways too). We gotta make someone pay with a good prospect... otherwise, these guys go to your opponent and they'll have these extra guys coming against your team.
I think Kessel + Franson + Winnik + Santo to Nashville for Jones + 1st + something
If Nashville doesn't want that deal, then we make similar offers to other teams.
I think we're better off using Franson, Winnik and Santo as pieces of blockbuster deals rather than letting them all go for picks that might not turn into much of anything. I'd rather 1 good / potential elite player than 3 gambles.