What about:
Boston trades: Eddie House, Glen Davis, Tony Allen
Boston receives: Steve Blake, Travis Outlaw
The problem with a deal like this is that it leaves us thin at shooting guard, at least until Daniels comes back. However, it would get us a backup PG who can distribute and shoot, and it could get us a good backup to Pierce once Outlaw gets healthy. The trade of course presumes that Portland isn't in love with Outlaw, and that they're not going to bring him back next year.
I'd feel very, very comfortable about a bench of:
Rasheed
Williams
Outlaw
Daniels
Blake
I think the three big concerns would be health, chemistry, and whether we had the money to re-sign Outlaw and Blake next year.