I mean, it obviously depends on the cost of Love. If the cost is #6, Sully or Olynyk, and that's it, then I don't see how you don't do it. Love is a better passer and 3-point shooter than Olynyk, and a better post-player and rebounder than Sullinger. They all play power forward, which just happens to be the position of most of the likely draftees at #6. Love is only 25 -- he still has his best years ahead of him in all likelihood. He's a young star just beginning to enter his 5-7 year prime. Heck, even if we have to give the lesser of our 2015 picks, I'm okay with that too. The Celtics will be better off with Love, hands down.
Now, if you're talking a pick a year for three years, then it might be getting overpriced. Or if some other team who wants to move up in the draft is willing to offer a great price to do so, I'd consider that alternative. But the talent at the 6th slot is just duplicative with our best talent so as to not be as valuable to us. Maybe it's a marginal upgrade, or maybe it's not, but it's inferior to the current version of Love in either case. And if at the same time, you can add an interior defensive anchor like Asik at the cost of zero or minimal future assets, then you do that too, without blinking. In my opinion, the Celtics should be able to acquire Love and Asik, keep one of Sullinger or Olynyk, and still have a 1st in this year's draft, next year's draft, and still have 5 firsts from 2016-2018. That'll be more than enough youth, while actually having a solid foundation to integrate that youth into. Unless some team comes in with a crazy offer for Love (such as #1 overall from Cleveland), it may be possible to have our cake and eat it too.
It's not just the cost of acquiring Love which scares me, though, it's also the cost of retaining Love. Whichever team pays big money to Kevin Love and Rajon Rondo will give up a) financial flexibility to make further moves and b) most likely overpay for both, anyway. Both players are not worth the money they will most definitely demand in comparison to players in the league with similar impact on the W- L column.
In a vacuum, Kevin Love is a nice player. The trade-off between his impact on the court and his impact on the salary cap, though, will turn into a sizable net negative in team production, in my opinion.
That's why I think going for Kevin Love at this stage is the true road to mediocrity. Simply adding him in FA for the money he'll demand would be a net negative, but when you factor in the cost to acquire him, it turns into a huge mistake.
Kevin Love is not a true star player, neither is Rajon Rondo, unless you're talking fantasy basketball. They are the guys you put around the star. Getting those guys first is just crippling our chances at acquiring aforementioned star. If you are ok with perennial second round exits, then by all means, Love is the way to go. Personally, I wish we'd show more patience and shoot for the banners.