Option 1:
I'd work the phones with Portland and NY. NY wants to give up Chandler for Rudy? Portland wants a future 1st instead of Chandler? I'd tell them this is the deal on the table:
NY gets Rudy
Portland gets Glen Davis and 2011 1st rounder
Boston gets Cunningham, Chandler, Pendergraph, with an understanding that, being over the roster limit, Pendergraph will be cut and can return to Portland in 30 days (he's on a minimum contract anyway...he doesn't even need to make the flight to Boston).
Option 2:
If Portland was not budging, and wanted a better first rounder, I'd call Memphis:
-So, Wallace, the 12th round rookie slot is too expensive for you? Here are some options. (note-it's a little tricky because Bradley has signed a contract, so he has a salary, while Henry is just no-money rights)
Lineup:
Rondo/Nate/Bradley
Allen/Daniels/Wafer
Pierce/Chandler
KG/Chandler/Cunningham/Harangody
Shaq/JO/[Perk]/Erden
1. Bradley for Haddadi or Darell Arthur or Demarre Carrol and Henry's rights. Yeah, it's basically a swap of 12th and 19th picks, but you clearly have some buyer's remorse and don't want to pay 12th pick money to back up Rudy Gay; how about 19th pick money to back up Conley/May?
Lineup:
Rondo/Nate
Allen/Daniels/Wafer
Pierce/Henry
KG/Davis/Harangody
Shaq/JO/[Perk]/Erden/Haddadi
2. Davis and future first for Henry's rights, Haddadi, and Memphis's choice of Demarre Carroll, Sam Young, or Darell Arthur. Boston would only be able to keep Henry plus one other player roster-wise, so one of those other players would be cut; they're just salary filler.
Lineup:
Rondo/Nate/Bradley
Allen/Daniels/Wafer
Pierce/Henry
KG/Arthur-or-Carrol/Harangody
Shaq/JO/[Perk]/Erden
Option 3.
I'd move on to Phoenix. I'd tell them they have Childress, Clark, Hill, Dudley, Richardson, Turkoglu, as true sg/sf's plus Janning, Griffin, and Lawal, all of whom can play SF or SG. I'd remind them that their real bigs are Frye, Lopez, and Warrick...Not exactly a big group of tough bangers (outside of lopez, who has had injury issues. So I'd offer them Davis for Dudley straight up (they have a trade exception) or Davis for Dudley and Griffin if they didn't want to dip into their exception. I'd then offer the vet min to Amundson, Joe Smith, Ike Diogu, in that order.
Lineup:
Rondo/Nate/Bradley
Allen/Daniels/Wafer
Pierce/Dudley
KG/Amundson-or-Joe Smith-or-Ike Diogu/Dudley/Harangody
Shaq/JO/[Perk]/Erden
Option 4.
Call Toronto, see if they'd bite on Davis for Julian Wright, then go after the same PF trio:
Lineup:
Rondo/Nate/Bradley
Allen/Daniels/Wafer
Pierce/Wright
KG/Amundson-or-Joe Smith-or-Ike Diogu/Harangody
Shaq/JO/[Perk]/Erden
Option 5.
Failing those, I'd offer the vet min in the following order:
-Carney
-Simmons
-Hayes
-Wilkens
-Udoka
-Tim Thomas
-Stackhouse