12 Team H2H with R RBI HR Avg SB OBA and W, ERA, WHIP, Sv, IP per start, K per 9
We keep 6 and Draft Round Penalties are listed with player. If I keep to 1's I lose 1 & 2. If I keep to 7's I lose 7 & 8.
We also have an 8 man Minor League Bench. I am keeping those 6 MIN as well.

Upton, Justin(OF) ARI 1
Andrus, Elvis(SS) TEX 3
Longoria, Evan(3B) TB 5
Prado, Martin(2B,3B,OF,SS) ATL 9
Moustakas, Mike(3B) KC 10
Kipnis, Jason(2B) CLE 11
McCutchen, Andrew(OF) PIT 12
Rios, Alex(OF) CHW 16
Hosmer, Eric(1B) KC 18
Pestano, Vinnie(RP) CLE 18
Fister, Doug(SP) DET 20
Niese, Jonathon(SP) NYM 20
Aoki, Norichika(OF) MIL 25
Trout, Mike(OF) LAA 25
Cobb, Alex(SP) TB 25
Gee, Dillon(SP) NYM 25
Bogaerts, Xander(SS) BOS MIN
Myers, Wil(OF) KC MIN
Profar, Jurickson(SS) TEX MIN
Taveras, Oscar(OF) STL MIN
Odorizzi, Jake(SP) KC MIN
Straily, Dan(SP) OAK MIN
My obvious Keeps are Trout @ 25, McCutchen @ 12, Longoria @ 5.. The other 3 are changing everytime I look. Is J. Upton woth a #1 to keep.. Kipnis good enough value @ 11.. Whats the deal with Hosmer @ 18.
What are your thoughts?
I want to start making deals to upgrade pick, minors or keepers.
Thank's for your thought

Hosmer, Moustakas (assuming you have a corner slot), Rios (assuming you have 5 OF spots...)

After some off season moves I have the following options to Keep 6 with Draft Penalties and yes league has CI, MI and 5 OF
Definites are Longoria @ 5, McCutchen @ 12, Cespedes @ 13, Trout @ 25,
Pick 2 from the rest
JUpton @1, BJUpton @5(so hed be a 6), Prado @ 9, Moustakas @ 10, Kipnis @ 11, Rios @16, Hosmer @ 18

Thinking JUpton @1 & Hosmer @18.
What do you all think?
Appreciate your input

Hosmer is an easy one IMO.

The question with Upton is how many teams usually have their 1st pick? And what kind of players will likely be available. In other words if you let Upton go, would you have a chance at someone better or a chance to get Upton back? If either question is a yes, then you let Upton go. If both are no then I would probably keep Upton.

If you answer yes then I would probably keep Kipnis. I like him more than most people around though. Would be fine with Big Mouse as well. Both are solid values for you. Just not a fan of Rios.