You might want to file an extension to give yourself time to find a pro.

I'm new to investing and the flix and flip loan I'm thinking of applying for have a maximum loan period of 12 months (you could apply for an extension) but how would I pay back the loan if I'm not able to cash out refi or have a seasoning period of 12 months or else?

For instance, Donald Trump probably wouldn't be a good real estate mentor for you.

Perhaps engaging your experienced real estate CPA would be very useful here as well and money well spent.For scenario 6, you will need to look into what other investment options you could do with HELCO proceeds and add those options into the spreadsheet as well.For the sake of it's importance, I will also repeat the following: engage your CPA on this if you do not have extensive experience in underwriting deals and analyzing financials of investment rental property.

For instance, the shop that I built in 2019 cost about $35k (me building it).

Because of this, an out of state investor can lean more heavily to properties that don't need extensive rehab and can simply refinance after a short period of time with less work.  

Ive got a property in Rockville for instance that broke even roughly 12 years ago when I bought it, and today I get $2,000 a month in free cash flow from it.

Their rent was due few days ago, they've asked for a week extension which I gave them, but I don't know if they are playing games or not.

Without extensive experience in all aspects, the estimates on each piece would be educated guesses at best.  

I would like to get started in waterfront Airbnb focused assets eventually.When doing your due diligence and extensive research on a country, what is the best way to go about this?