Whether or not we should go after Love, I think will depend a lot on how the lottery unfolds tonight. If we end up with the fifth or sixth pick, it will be difficult to build a roster strong enough to convince Love to sign an extension. However, if we do get a top pick, we could build a pretty interesting roster.
Just for fun, let's say we end up getting Wiggins, how does this scenario sound?
Trade Sullinger, the number 17 pick, the Clippers pick, 2016 Brooklyn pick, the trade exception and Bogans' non guaranteed contract for Kevin Love
Trade Jeff Green for Larry Sanders or Asik. I'd prefer Sanders if Milwaukee is willing to deal.
Bring back Paul Pierce to a mid level exception, sign Bradley and Bayless
The roster would then look like:
1. Rondo, Bayless, Pressey
2. Bradley, Wiggins, Bayless
3. Pierce, Wiggins, Wallace
4. Love, Olynyk
5. Sanders, Olynyk, Faverani
Wiggins will be forced to earn his playing time and will be surrounded by a veteran roster which will only help him. Eventually, he'll replace Pierce as the starting 3.
I think Love would sign an extension to play for that team. He'll have an elite point guard, a HOF veteran in Pierce, a rim defender in Sanders, and a future star teammate in Wiggins.
That team would have a nice balance of youth and veterans that could contend for awhile.
Looking forward to tonight's lottery, the Celtics are due for some luck with this thing.