Why not trade Machado? With only 3 hitters to keep and you already having Upton, Fielder, Jones and Sandoval, i just don't see him making the cut. If someone would take him for an upgrade at CI, I think that will be your best bet. I just don't see Machado doing enough this year to warrant starting let alone a keeper spot next year.
I would look at that before I dealt Craig for Gio even though I like that deal for you. Just not sure the owner will accept.
Not a bad idea, just not sure how good of a hitter/pitcher I can expect for MM. I was recently offered Machado for Daniel Murphy, but didn't like it much. Should I have considered it?
Only reason to hold Machado is for Keeper. We can keep up to 3 hitters max (outside of the 1st two rounds) and the draft pick for next year is 2013 draft round (21st) + 2014 ESPN ADP divided by 2.
Going strictly by draft position, here are some SP taken around Machado by round -
18: Hughes*, Miley, Milone
19: Buchholz, Bauer
20: Cobb*, Nova, Myers
*Same owner as Murphy