Just do it by the law. the housing market and rental prices shouldn’t be dictated by illegals, it  should be dictated by a lawful capitalistic market of US  citizens. 

Granted this was on plots of land I didn't pay for, and that are already connected to the city's water and sewer, so there's a lot of savings there, but I'm hoping if it turns out to be this good of a deal I can still scoop up land and keep going

There are others that are a bit quicker in turn-around. 

It seems like every city, county, and state has its own rules, permits, and tax requirements for short-term rentals, and I’m finding it overwhelming to navigate all the different layers of compliance.For example, some places require business licenses, transient occupancy tax permits, or even special zoning approvals.

These figures are even higher than those that were used by unscrupulous local developers, master brokers and local real estate agents a few years ago to lure unsuspected foreign buyers.

I have just started listening to "Physicians and Properties" by Dr.

By saying that you want to sell in Costa Rica to reinvest in the US, you are signaling that investing in the US is more profitable than in Costa Rica.

And what is your price point and are you looking for turn-key properties or something along the lines of a "fixer upper"? 

By 2030, we want to have grown a portfolio of over 100 units, created a property management company that manages an additional 100-200 units, and, finally (and most importantly), we will have established a non-profit that is focused on quality, affordable housing that specializes in providing housing and resources at/on the "services cliff" alongside financial counseling and first-time home buyer education in our target area.Our target area is the Springfield, MA and Hartford, CT areas with dreams to expand to Central Massachusetts (Worcester, MA), Southern New Hampshire (Nashua, NH), and Southern Connecticut (New Haven, CT).Would love to meet up with likeminded individuals in our area!

But to my surprise same properties are purchased by another with in a few weeks.