The logical trade candidates are, in order, Simmons, Happ, Cruz, Shoemaker. This is assuming that Happ gets back to competent pitching, which I think is likely, and Shoemaker is at least decent. Frankly, Shoemaker might actually be a quality reliever. I would love to see the Twins try him in that role 1st over the next month before looking to trade him since he won't get much in return. The other 3 are clearly one year guys, maybe 2 years in the case of Cruz but Father Time is going to get him eventually, so there definitely people to trade if you can get even a halfway decent return.
Robles and Colome are also logical trade candidates but I wouldn't jump at trading either 1 of them. I would like him to re-sign Robles. He can actually be your 1B closer for the next year or 2. He's done it before. Trading Colome now would be a classic case of trading low so unless he really picks up the pace before the All-Star break, and there are some signs he might be, he won't bring much of a return. There is a mutual option for next year with him so he might be worth keeping around on a creative deal made to either keep him or exercise the option and then trade him to his preferred destination in the off-season. I think that's worth more than a couple A ball lottery tickets which is probably all we could get in trade.
I see and hear a lot of other names being bandied about but I wouldn't trade any of those players. Sano won't fetch a lot right now given his performance, and the potential if the lightbulb goes on is worth the cost. Same with Kepler, although the potential is far less, and he actually is an affordable 3rd/4th Outfielder under his current deal. Polanco is a starting quality MLB 2nd baseman, and a below average starting SS in the field with an above average bat. Not that easy to find and not something to trade. Donaldson isn't going to get us much of a return unless we subsidize his salary with another team and then what's the point? He is what he is, probably overpaid for his production, but still the top 10 starting 3rd baseman in MLB. The salary is what it is; it's a sunk cost and it is almost always a mistake to chase after your sunk costs. We need to keep the guys that actually might have value on the trade market like Rogers unless we want to commit to a complete tear down and rebuild and I don't think we need to do that quite yet.
The elephants in the room are Barrios and Buxton. It pains me to say this because I want to keep both of them until the last possible minute, but it does make logical sense to see by this July or at least this off-season whether you can sign them to a longer term contract before trading them and trade them if you can't. I think Barrios is going to command 15 – $20 million a year on a 4 year deal as a solid number 2 starter, and more if you think he's a true number 1 because that's what the market will pay him 18 months from now when he is a free agent. Any discount would solely be for the risk of injury in the next 18 months. Buxton is tougher because you just don't know what you're going to get when he plays and you don't know how much he is going to play. With that said, I think he is going to be worth $12-$15 million a year are 4 or 5 year deal at least, and may be more. I would sign both of those players at those prices if they would sign the contract. Don't wait for a "team friendly" deal from these guys, it's too late to get that.
So that's what I would do, trade Simmons, Cruz, Happ and, if he can get anything for him, Shoemaker. This creates room for Dobnak. Thorpe, Duran, Balzovic and Ober to get some starts this year so you know who can fill your bottom 2 spots next year. Re-sign Pineda if you can or replace him with a free agent in the off-season. Again, don't trade Pineda or Robles unless you know for sure that you can't re-sign them AND you get offered something that actually is meaningful other than lottery tickets. Give Colome time to rebuild some value and get creative in the off-season if you want to move him. There is room in that bullpen to give Vasquez, Cano and even Chalmers, Sands or Winder a shot in the bullpen or maybe even the rotation this year. Make sure they get that shot.
The goal here is to use this season to develop and evaluate, not to worry about where we finish on the 70-85 win continuum. Trading even the 4 veterans I mentioned gives us that roster flexibility, particularly with Cruz gone so we can run a different guy in the DH spot every day to get at bats. I hate to bail on the season on May 20 but let's face it, it's time.