Trading Caissie does create a bit of a future roster problem, but it's a fixable one. Caissie was the guy most likely projected to be the future RF. With Happ and Suzuki both in the last year of their deals, there isn't anyone in the organization who can reasonably fill one of those corner outfield spots. MAYBE Alcantara, but his bat is still a big question mark. The Cubs are going to have to spend some significant money on the Outfield, either this year, next year, or both.