I don't have confidence in any player in the years from 36-40. Yes JB can DH, but then you can't have EE and JB both be DH. I still don't think it's the smart thing to do, the team will have a lot of older guys (baseball wise). Martin, Tulo etc..
Not to mention, injuries, recovery, drop in power...That's all affected by age, I just don't see the need unless it is an incredibly team friendly deal again.