If the trust is what is called a "disregarded entity" (meaning it does not have it's own TIN and does not file a tax return) then the activity of that property is reported on your personal tax return. 

Look for someone handling 10’s of them, preferably ones that are no longer for rent.

The Dominican Republic can be a great place to invest but, personally, Punta Cana would be the last place I'd invest in.Two years ago, during a meeting I had at the Ministry of Tourism in Santo Domingo, one of the head honchos there clearly told me "If I were you, I wouldn't invest in Punta Cana".

Rentredi is also a popular one (paid service) but I can't give my personal experience on that.

Are you financially in a position to handle the cost to see this project through?

The property has been reported on the deceased's personal tax return. 

I'd always recommend flying out to where you plan to invest to get a feel for the market and to meet your team in person.

We run monthly in-person meetups in New Jersey just for this reason.

Maybe take a KPI online test, it will show the personality traits that are success indicators.

You can handle everything from tenant maintenance requests, to rents and accounting inside the system.