If the objective were to win-now and build this team through free agency, I'd trade Calderon, O'Quinn and $3 million cash to the Clippers for Lance Stephenson's expiring contract. With the additional $11 million in cap space to the $15 million you project from keeping everyone (including Lou Anundson and Lance Thomas for me), I'd do the following:
1.) I do think AA will opt out but would be looking for long term security under the same figure. I'd be hesistant to give him more than a 3 year deal at $30 million but think I'd still do it, which would leave me at $24 million.
2.) I'd sign Nene Hilario to a one-year, league minimum type deal. He's ridiculously injury prone but with his defensive, passing and scoring ability, he'd be a shoe-in as a solid backup 5 in the triangle. I'd imagine him being something of our Andrew Bogut: misses one-third to half-the season but is fresh for the postseason. An arrangement like that would be teneable because we'd have more than even depth at the 4-5 spots with KP, Rolo and D-Will to accomodate his absence....especially with KP at 245lbs. That'd leave us with $19 million in cap space.
3.) I'd sign Mario Chalmers to a 2-year, $16 million deal with a team option in the 2nd year. He'd be a nice stopgap until we figure out whether Grant is our PG-of-the-future and/or if we can get Russell Westbrook in 2016. That championship/clutch pedigree would definitely help in Grant's development. This move should leave us at about $11 million in cap space.
4.) This is where it'd get tricky for. I'd either look to tender Lance Stephenson a one year deal at $5-$6 million (depending on how well he played the season before) OR offer Kent Bazemore a multi-year deal starting at $9 million per, no opt out. We need a sparkplug off the bench in our backcourt and either man can fit the bill. However, I'm still a believer in Lance Stephenson and given the likelihood that we'd be able to short him on money, I'd be inclined to retain him AND go into the season with cap space to work with. Heading toward the trade deadline, that money could be critical to signing a veteran that a losing team cuts in order to rebuild/retool OR in helping to facilitate a trade beforehand for that same type of player.
The objective overall of these moves is to continue to build with "triangle friendly" players and be competitive, while also maintaining the ability to make a big splash for a star in 2017 (thinking Russell Westbrook despite the fact that I detest his game).
STARTERS
PG: Mario Chalmers
SG: Aaron Afflalo
SF: Carmelo Anthony
PF: Kristaps Porzingis
C: Robin Lopez
ROTATION
G: Langston Galloway/Jerian Grant
G: Lance Stephenson/Kent Bazemore
F: Lance Thomas
F: Derrick Williams
C: Nene