Each of the four main Hawaii counties runs its own STR program and the rules differ substantially between counties so detailed research is key before making a purchase.

I upgraded my membership, but I keep getting an error saying "calculators are for Plus and Pro members".

@Aaron MackenAnother option is paying for bigger pockets pro membership monthly, they have a rent estimator as well which I have found very useful in the past

Do not buy into his program, he is getting sued for ripping of quite a few people. 

There is also transactional funding programs that allow you to purchase the property and close on the same day the person you are selling the property to.

I think the short answer is, there are a lot of lenders out there so it's worth shopping around.I'd consider talking to a mortgage broker instead of to a bank directly, as mortgage brokers are aware of multiple loan programs from different institutions, so hopefully one will be able to fit your situation.On your general question about one full time job vs. two part time jobs, as a general rule the more you fit into the "standard box" (look like most other loan applicants), the better.So while I definitely wouldn't say you're out of luck - I think there's a lot of money out there chasing borrowers these days - your options will definitely be more limited the more you stray from the "single full time job you've held for a few years, or at least in the same industry" model. 

Hey guys, so having access to MLS has given me even more access to certain software programs that can help identify absentee owners (in & out of state).

It's a specialty mortgage program for first-time homebuyers which allows for down payments of 3-5% and features reduced PMI.

Any suggestions on a free or low cost program/app to collect online rent payments from a 9 unit commercial building?

Last summer 2019 I sold my business with the intention of using the proceeds as a downpayment to buy a much larger cashflowing business, utilizing the SBA 7a program.