At #5 the Magic have the potential to land a very good player. They could draft WCS to add the rim protection they need; add a stretch four in Porzingis; or add shooting in Winslow or Hezonja, either to replace Harris at SF if they don't match, or simply to strengthen their bench. I don't see them trading the pick for Rudy Gay. He might give them a 20 ppg player, but he doesn't fit their unselfish style of play. They would be better building around their core young talent, retaining Tobias Harris, and keeping their top five pick. And then using any cap space they have left to strengthen their bench.
I don't see it happening, but it possible that our front office could consider trading away Rudy Gay if they felt it would make this team better long term. After all, the Grizzlies traded him to the Raptors and got better, and the Raptors traded him to us and got better. Granted the same may not happen if we trade him away, but it wouldn't surprise me to see this team trade him away if they felt it would make us better long term. I'm not convinced trading him away for a rookie would be the best option, but if the draft went this way:
#1. Towns - Timberwolves
#2. Okafor - Lakers
#3. Russell - 76ers
#4. Winslow- Knicks
#5. WCS - Magic
#6. Mudiay - Kings
In this scenario we would be losing a player that is more likely to help us "win now", but we would be acquiring two pieces that potentially could set us up long term. Mudiay, McLemore, WCS and Cousins is a decent quartet of young talent to build a starting line up around. We'd need to solve the SF problem, but we would have cap space this year and next year to acquire a player to step in and make a difference. We could even consider making a trade to acquire a SF. There are lots of ways we could strengthen the team to create an exciting and athletic starting line up.
That said, I don't see us trading away Rudy Gay.