SHould I do this baseball trade??

If I were you, I wouldn't necessarily be looking for more help at SP. I would be looking for a good replacement for C. Guillen at SS. He won't be eligible at SS after this year(moving to 1B). Try to pry Ramirez or Reyes off of someone for Howard. I would go for Reyes because, he is coming off a bad ending to last season so his trade value will be down a bit. This way you can maybe get a good SP thrown into the deal as well.