The only reason I would recommend going Caribbean is this:
The unfortunate truth is that, though generally training at Osteopathic schools can be quite good if not great pertaining to relevant medical curriculum required to become a modern physician and allows for entrance into many fairly strong residency programs given sufficient input of study time, hard work, board scores etc, unfortunately in the end you will be branded with a name that has practically nothing to do with the way you practice or what you do and that is associated with an unscientific stigma.
That said, as a DO, I am happy that I am now a doctor but I am not happy that I feel misrepresented by my name. If this makes you angry that I express this and for many DOs it will, it is most likely out of defense and pride. I understand that impulse but it is in defense and pride of something that you most likely don't practice and does not truly represent you (the "DO" holistic difference" is a crock of BS). You either are a Physician or you are not. I would prefer a designation that was more associated with adherence to science but unfortunately mine is stuck in an antiquated vestigial appendage that is a non existent component of my career.
Again, I am not unhappy for my career as a Physician that I obtained by going through the DO route, I take issue primarily with what I feel to be an outdated inaccurate label.
So, would having the letters MD be beneficial. Yes, I think in many was this is the case as it is more closely associated with adherence to science, evidence and the way you will likely actually practice. It also lends itself to being taken more seriously if you want to make a larger difference in medicine or this world in general in the arenas of book writing, media etc. This does not mean these cannot be done with the DO title but I believe it is more of a hindrance than a help in this area.