I think the rule is to always maximize each pick rather than planning around a combination of players at 2 different picks. At #14, if McCollum, Austin and Adetokunbo are there, you take the one you think the most highly of regardless of who might or might not be there are #21 (e.g., Schroeder, Green, etc.). For example, in 2010 Cleveland could have thought--"Hey, we could get an 'elite' wing and still get an 'elite' PG with our first-round picks if we took Derrick Williams and Brandon Knight at #1 and #4 instead of Kyrie Irving at #1 and whatever is available at #4..." Obviously, that would have been a royal mistake.
So normally you make every pick like it's your only pick, and maximize its value.
Just a friendly reminder from Captain Obvious.
Karasev, Green or Goodwin might be there at #21.
... and that was my intended question really - which of those would you pick?
Karasev to me seems like a double up of who we already have in Hayward - do we need another "soft" SF?
Green can come in our 2nd unit and give us that scoring punch. He can handle the ball as well, so he can double up as our 2nd/3rd PG.
Goodwin... he's a bit "meh" at this point. Similarly with Saric...