I'm not sure if I would want to rely on Dotel. Not only is he not as dominant as bailey imo, he will be pitching for a weak Pittsburgh team, limiting his save opportunities. That being said, picking up Howard provides a lot of pop for you. You'd have two roster spots to fill up and would maybe be able to pick up a decent SP (look for vicente padilla as a short term pick up, especially in the first week when he will get two starts). Other SPs I think will do better than others do are Joel Pineiro and Brad Penny.
Well, I wouldn't hesitate to do this. You get a first-rounder with bankable and elite power for three solid, but potentially replaceable components. You should be able to replace the saves if you are on top of injuries and the wire. Verlander is a very good pitcher, but he's not in the top tier at his position like Howard.
Yes. Do it before he revokes the offer! Howard has huge value. Closers can easily be replaced if one is diligent on the WW. Since this is a keeper, you know Howard will carry your team for years to come, while Verlander could be injured or lose it again (remember he has not always be consistent from year to year) and I doubt you were keeping Bailey or Fuentes, anyway.