The main thing I want to make sure is that this is legal.

With Electric Boat being a main employer in the area, along with the Coast Guard and Navy Base, it makes it a great place to invest!

I am an Associate Broker in Maine, been helping others get their STR properties, but now getting the ball rolling for my own properties!

Some of the main reasons I started this journey is so I can eventually take my family on trips to experience different cultures, help less fortunate people, and build generational wealth. 

On the other hand, I feel one of the main advantages of passive investments (via syndication/crowdfunding) is that I can hire a manager who has years more experience than I can ever hope to obtain myself.

Offer the main house as a STR (we would stay in other parts of the property at times if needed). 

Also, lets say Khadijah gets a contract to purchase 123 Main St for $50K.

Let’s say the main tenant accounts for most of the annual revenue with a lease ending soon (is healthy and probably looking to resign).

Is that the main struggle getting started?

A DSCR product is what you are looking for.DSCR simply doesn't take into account your personal income, instead we qualify the loan on the properties rental income (or projected rental income).Your credit, properties cashflow, loan to value & prepayment penalty are going to be the main determinants on what this loan looks like for you.