I suck at this game, I'm just going to provide my thoughts.
I honestly think the key here too is Nonis' mantra of the player needs to come to Nonis and tell him that they want to play in Toronto. That's why Nonis got it done right away (and why I personally feel Nonis would have traded him to get a massive return).
Dion Phaneuf: I honestly think it depends on how much money he wants - and how long he wants to stay here. rumours were that Dion would take a money hit, for a year hit - and I'd take that any day of the week. He helps stabilize the Blueline.
Dave Bolland: re-sign him. I think Nonis had a feeling that he could probably re-sign him, or he doesn't bust that trade (which started the second Chicago wins the cup). the fact that Bolland was getting primo assignments and more chances than he did in Chicago helps this factor + he was injured. this might allow him to take a pay cut
Jay McClement: this one is tough. He really makes our PK pop... but I think it depends on the money. (He did take a price cut to sign here.)
James Reimer: this one is the toughest decision I feel Nonis will make. Do you trade him? Do you give him a Bernier deal (but then leave yourself open to UFA in 2 years?).
Cody Franson: personally I'd trade him, and bring up a more physical rookie/prospect.
Jake Gardiner: sign him, and hope he matures.
Mason Raymond: i'd sign him - but he's not going to sign for 1 milliion dollars
I'd actually like see him down the 40-50 game mark (or more importantly - during the playoff run).
Nikolai Kulemin: again tough. we'd need him for our PK/Playoff run - but I don't see him signing in Toronto - so I'd like to get a pick or something. though I believe that "Losing players for nothing." is a myth (them leaving = cap space). I'd also like to start collecting picks like Montreal etc. tend to do.
Paul Ranger: I honestly think it depends on what he wants vs. who is available for UFA.
Mark Fraser: (see Paul ranger)
Peter Holland: sign him
Carter Ashton: sign him