In about a month it will be serious time to judge what it may take to finish the season atop the AL East for the third time. Don't even think that WC will be the answer.
The issues will come down to whether Pedroia is able to play and produce at all ; can you win it all with Leon/Vazquez ; can JBJr find a way to help at bat; absent Pedey, do you give Holt 2B vs RH pitching and save Nunez for LH'ers? This is a World Series potential team, with very good starting pitching, above average relievers , and veteran bench (x Swihart?) players. BUT, up the middle, the catchers have been weak at bat (getting better?), the CF'er is a .185 hitter with a plus glove , and 2B is held together by two good but not great utility guys. Strength up the middle, not so much right now.
I think when DD goes shopping in July, it could include a veteran catcher in return for Swihart or Leon plus a pitcher (Johnson/Velazquez ?), and even a 2Bman if Pedroia doesn't respond well to treatment. I also think JBJr could well be part of a multiplayer deal for a hitting OF'er, with average defense. Move Beni over to CF and go for it.