I’d like to establish a small-medium sized rental portfolio in the near term, and expand to commercial/large scale once I’ve got down the fundamentals.

One was conventional financing and the other was a portfolio loan from a local bank here in Hawaii, I also did a lot of research into DSCR loans during my search.I'm also an agent here on Oahu but focus mainly on Property Management, at the brokerage we manage roughly 50 units that are a mix of STR, MTR, and LTR's. 

Difficulty in getting a second loan?

There is a reason banks don't make loans on stocks.

Would love to connect with other investors in the area that are also doing long-term rentals, renovations, and/or short-term rentals.

They are major BRRRR projects with the main exit strategy being to hold as medium term rentals.

There’s a lot of potential there, especially with its population growth and strong rental demand.Since you’re focusing on single family homes and aiming for long-term cash flow, it’s smart to start by clarifying your strategy (fix to rent, buy & hold, BRRRR) to guide your decisions.

Hey @John FriendasI have purchased 4 of my Co-Living (rent by room) properties with DSCR, 1 of them within the last few months.Not that I necessarily recommend this, but there are short-term-rental DSCR products.

👋I’m starting my remote co-hosting and focusing on managing short-term rentals in Florida.

From what I've seen and read, most of the reason operators get in trouble is that there is some type of "event" that has occurred (usually their loan has matured or they've defaulted on their existing loan) and they need to refinance their loan and the lenders require a new appraisal to be done, which usually leads to a lower appraised value, and a lower loan amount, which "forces" the owner to pay down their debt.