I'm sure many of you would really like to keep Sessions and I honestly think Bucks management will do just that if the $ are around a mid-level deal. On the other hand, if the Blazers come and sign Sessions to a 4-yr deal averaging $7M would you be in favor of retaining Sessions? Would your GM and owner? I would think you would go with Ridnour and Jennings and let Sessions go for that kind of money. I know you can sign him and stay under the cap, even at $7M and maybe you would want to. I think this may be a better option for you.
S&T - Sessions for Travis Outlaw ($3.6M expiring)
Now I'm not here to convince you that Outlaw is your answer for the next decade at sf, but he's not garbage either. He's on a reasonable deal that is expiring. You would have Bird rights to retain him if you chose to or let him go after a season. He was the 3rd leading scorer on a team that won 54 games this season. He can play the 3 and the 4 (he was actually slightly better at the 4 for us, creating mismatches with other PF). For us he was instant offense off the bench. He finished 6th in 6th man of the year balloting last year, mostly because of his ability and willingness to take the big shot in the 4th quarter. He was 6 for 7 in last minute game winning shot opportunities last season. I think it was John Hollinger who voted him for 6th man of the year arguing that no other bench player had single-handedly won his team 6 games last season. By the way, he only got 1 first place vote in that balloting. On the other hand, he doesn't get nearly as many rebounds as he should considering his ability to jump out of the gym. He gets out of place on defense far too often. He is a 6-yr vet, but still very young as he came straight from High School. Super locker room guy! The biggest argument from Blazers fans against trading him is because he is the glue in that locker room and Roy's best friend. It would seem you guys have a need at the 3 with Jefferson gone. It would seem that a guy with a knack for scoring fits well with your needs right now. He's on a deal that is VERY affordable for what he brings. I know you have some young 3's, but if they show enough this coming year then you can let Outlaw go. If they don't, you'll be glad that they are not all you have.
You could almost make the case, I wouldn't really try to, that Outlaw fits your needs enough that it would be a good deal even before you consider the $$$ saved on a Sessions deal. Is there a better deal out there for the Bucks? Would you match the $7M? Would you rather just see Sessions go and not get Outlaw?
I think it makes too much sense to not happen UNLESS Blazers and Bulls decide to swing a deal that brings Hinrich to the Blazers. It is not all that unlikely that our GM likes Sessions better than Hinrich (although most Blazer fans like Hinrich's 3-pt shooting as a complement to B Roy's to helps open up the court).
What do you think?