I’ve been in this situation and with a growing portfolio and expenses, it’s hard to put money aside for two mortgage payments.At Sid Was Here, my management company, we’ve always offered to let guests pay into the future for longer stays.

When I did my research for buying my properties in Costa Rica, I had one of the big STR management companies like Evolve analyze my potential profits and I used that info to raise money through bringing on partners to buy the properties. 

@Jonathan Grzeszczyk - I'm a flipper, investor and property management company owner in CT. 

1st step is to make sure that the electricity is rated for having electric heat by the electric company.

Built a 20 person company around our own portfolio.

The most reliable method to locate liens and their positions is to conduct a title search through a title company.

I manage a coinvesting club where we invest once a month in apartments, trailer parks, vacation properties, land and recently we even invested in an industriall company.

It's one of the hottest markets in the US right now with so much population growth, job growth, and companies moving/developing here (26B Intel headquarters being built here, 68K+ enrollment in Ohio State University, Amazon, FB, Google, Honda, Nationwide, Anduril, etc.).

I do private lending in a self directed IRA with Equity Trust Company as my custodian.

Have recently started a renovation company with a friend, both of us successful business owners and talented in the trades.