@Dustin Horner you should be contracting maintenance work and creating a preferred list of vendors as @Phillip Austin has recommended.The first person you hire to help you should be to handle what you LEAST like to do yourself or has the greatest time savings for you!

Personally, I've been in this niche since 2007.

H there, I'm a certified international property specialist and while i don't personally specialize n Costa Rica,  have several colleagues who do.  

Can this person now be "a real estate" professional? 

I personally don't like getting a lot of automated messages when I rent a STR, I'd rather have some more personal contact.....

Explore my personal favorites, Set For Life by Scott Trench or The Total Money Makeover by Dave Ramsey, for invaluable financial insights.3.

Quote from @Mathew Chacko: Quote from @Na Person:  I too was a little skeptical of sending a large cash payment to an unlicensed entity (1031 facilitators do not need a license). 

The terms and costs will depend on the property, your personal situation, the location, etc.

And you can't legally dictate how much they carry for personal belongings. 

I have personally invested in both turn-key and value-added properties.