HELOCs are not available because they are residential loans guaranteed by individuals and what you seek is a type of commercial loan or credit line which are available to seasoned companies with proven financial track record.

I only tell that stuff to my friends and people I like.

Rules are very landlord-friendly too! 

I have no social sphere or contacts family or friends in Oregon (I don’t know anyone besides my fiancée).Goals: continue to have flexible schedule while enjoying what I do (selling real estate) and making good money.

You have to work with a team that is investor-friendly and has experience working with out-of-country investors like yourself.

Since you are an investor friendly agent that drives for dollars, I would invite you to try out the AI which looks at google images and satellite images to tell you if the property is distressed.

Choosing an STR-friendly area can save you significant hassle and protect your investment in the long run.

Have other friends trying to do the same. 3.)

Hawaiian real estate law differs from other western states significantly, mostly due to its monarchal heritage and the Bishop Trust influence.The basics are the same as would be in California; determine the condition of title ownership (individual(s), estate (including conservatorship, if appropriate) OR fiduciary acting for trust.Use a qualified private money equity lender to make a loan sufficient to buy out the cash-only beneficiaryThe legal community in HI and Big Island in particular is small.

A4: If you pay as “friends and family” – then yes, need 1099s.Q5: I only need to send 1099s to people, not to LLCs, right?