@Jon Latorre I'm traveling to CR next week.

Deduct mortgage interest, property taxes, travel, and operational expenses.

Managing five rentals can eat up a ton of time in any given week, often at times that are inconvenient to you and your personal interests (family, hobbies, travel, etc.).Of course you can manage on your own.

I'm looking for someone is willing to spend time with me and maybe teach/talk/travel around the city some.

Many investors are successfully renting out their ADUs to short term travelers.

Its a niche market but once you are good at it it comes easily. 

Outside of real estate, I enjoy Working out, training my German shepherd, and traveling with my family.

We have traveled worldwide together on cruises and various different seminars from various different speakers and he smarter than the average investor, going on the type of trips with speakers that he and I have gone to has certainly helped both of us he's outstanding.Dr Butler Portland Oregon 

Your debt is easily found, I suggest you disclose the loan. :)

Im only charging $700 but I could easily get $1000 maybe $1100 considering what other places are going for and my place is nicer, and is in a quieter neighborhood, and has a yard, etc.