We already have Rondo and Green. Team-friendly contracts of this caliber simply just don't grow on trees. If we trade one or both of them, there's no way we get even value in return. Even if we land an elite level player in next year's draft, that player still needs to at the very least get pro level experience. It'd take us around 3-5 years at the very least to get competitive again, and that's just playoff competitive, not championship competitive. Retooling with Rondo and Green would get us to that same place in just 2-3 years.
So, what am I saying? Ainge is smart. He takes risks, but smart, calculated risks. I'm fairly sure he knows this dilemma with Rondo and Green right now, and that's why I think he makes the smart decision and keeps them. Olynyk was our draft pick this year, and he's one of the most NBA-ready players among the rookies this year. If Ainge were truly looking to the future, wouldn't he have gotten a much higher upside player who we'd be fine with developing the next few tank years? Shabazz, Giannis, Schroeder, Gobert... all of them were on the board and they unquestionably have far higher ceilings than Olynyk, but we stuck with him.
All the assets we're collecting, it's not so Ainge will put together the next Oklahoma City Thunder. He's looking to make the next Allen/KG trade splash, and it's happening soon. Maybe not necessarily this offseason, but the next. We already know LMA is disgruntled. Minnesota is not going anywhere and Love's already asked to get out once. I don't know who we're getting or when we're getting them, but Ainge is too smart to risk throwing away everything we have right now, especially when the reward doesn't justify the risk. Hopefully, the Olynyk pick demonstrates this.
EDIT: What about Wallace? He has a stretch provision that allows us to waive him and pay him over 7 years. For the duration of the contract, we save about $6M cap space, and for the years after the contract, he'd take about a $4M cap hold each year until the 7 years are up. It's worth it if the assets we netted acquire us a dominant player or two.