If you start small you could either get a property manager which cuts into eventual profits, or convince your wife to help out in terms of managing loosely.

I think I would eventually cash flow after a few years with rent price increasing, but not much. 

Is it just based on property appreciation alone and the hopes of mortgage percentages eventually lowering and slowly increasing rents?

If it gets worse, which it could given that the assumed reasons are pollution and global warming, it could eventually wreak havoc on the country's tourism industry, especially Punta Cana.

If you start doing this professionally, you will eventually need to either be the managing broker or hire one on staff. 

In my experience, people with an athletic or military background understand the value of hard work and also realize that consistency will bring results eventually.. every set back is an opportunity to learn, grow and get better for the next at-bat.Training and onboarding:As far as programs or tools, I've tried monitoring CRMs and more in-depth platforms (like Sisu) to track agent activities/KPIs.

You will eventually find your first step forward through all of that.  

Absolutely, we plan to live there and eventually sell so we want to make sure we do things correctly so we can have a nice living space that also increases the value of the property! 

Plus the hoods do get gentrified eventually.

It's like saying if you open a taco stand you WILL have someone who doesn't like your taco eventually.