Instead of focusing on now and the draft, why not look to next year? With the Celtics clearing around 15 million in space, Humphries and Bogans, and the chances of getting a marquee free agent this year basically zilch, what are the chances they sign a second tier free agent that could have an immediate impact. While Bradley is a free agent, and who knows what he'll command on the market, Lance Stephenson would be a great mesh with Rondo given his athleticism and the Pacers most likely won't be able to match any expensive deal coming his way. He's also young and can fit into the rebuilding plan pretty well. Evan Turner could even be an option too, but Bradley's defense will be missed with that replacement. While they don't need a point guard quiet yet, Bayless would make sense to return on a short term deal, that way they can go get a true starter at any time. While Eric Bledsoe is a very attractive option, it probably isn't likely cause of the money, but put him at shooting guard and that would certainly be a scary 1-2 combo at guard. Small forward seems to be locked down with Jeff Green there, but trading him for anything might be the better option considering how streaky he is. There certainly are better option on the market, Gordon Hayward and even Michael Beasley could be appealing in some way. Bringing Pierce back might be the right option if he is willing to accept a bench role and low salary too. That itself might be a win to rid the team of Green's ridiculous salary. Power forward seems to be locked down with Sullinger and Olynk, and depending on what happens with Humphries and Bass (resigned or traded) depth is solid there. The big question is center, as it has been since the unforgettable trade of Perkins. There are plenty of players that could be acquired in trades, but Monroe is definitely appealing to many teams in the NBA, and the Celtics will most likely be front and center with him. It would have to be a max contract, or near max, to pry him away from Detroit. It would certainly benefit the Celtics to have a player of his caliber on the team, and Detroit and is focused on Drummond and Josh Smith isn't going to be traded anytime sign unless draft picks are attached to him.
While this is just free agency, who knows for sure what pick in the draft the C's are going to get, and if Wyc is seriously committed to getting Andrew Wiggins, Green will most likely be on the way out. If the Celtics look for a replacement with the first pick and then can find another hidden gem like Olynk with the second pick, preferably a center, they would seem to be in good shape to convince a free agent to come to Boston in 2015, and be on the way to Banner 18.