The Caribbean is great to invest in but it does have its own dangers and drawbacks such as Hurricanes. 

it seems its not a concern when the property has only one loan.Some questions - 1 - This applies to mortgage loans also - correct?

Select your mentors carefully, they should have some business wisdom, they also need to be current because taking advice from an old guy still doing things the way they did  20 years ago, they are probably out of step and that can be dangerous. 

@Randy Johnson That is a concern of mine. 

My only concern would be that my experience with closing deals requires being across the desk from them.

Well, as far as goals are concerned I have to sit down and really think about that, in terms of a monthly amount I would like to have.I am thinking I would like to find a rental to start with, as it seems doable. 

We are leaning towards not renewing the lease, but have some real concerns about property damage and disruption in the building.

(much more expensive) I have not tried the locks yet, little concerned with the security but need to read up on it more. 

@Don Harris  this case you posted is a classic  SUB TOO equity skimming case.and why I always say SUB TOO for the seller is extremely dangerous and for beginners with little money and they do this it can get them in hot water like this guy as well.start defaulting on a bunch of SUB toos and you WILL have a problem.. some do it intentially IE get into contract rent house skim rents never pay on first.. knowing they are not on mortgage until bank forecloses them out.

I asked if they see any black growth on the spot where the leak happened, or any odor in the room, but they said both those things are not present.They are saying they are concerned and not very happy right now, and are hiring a mold inspector on their own to see if there is mold growth that happened due to the roof leak.