The property was rented and generated $160 cash flow after mortgage, taxes, insurance and property management fees were paid.

Paid off real estate cash flows extremely well.

The LLC only holds the raw land and it's completely paid for.

Is it best to just throw cash flow at the loan untill the principal is paid off (current cash flow between the two properties after interest and all expenses are paid plus vacancy rate = about $250 left monthly) refinance at renewal to pay it back in full? 

I get paid when the deal closes and so should any other lender.

Pre recorded makes it seem like it's professional when it's a joke.

A DSCR loan is going to require more down, have high fees at closing, a higher interest rate, a pre-payment penalty, and will require you to have cash reserves that you likely don't have at the moment.

You borrowed $388k and you’ve paid your loan down to $384k with your $30k in payments.

I was out of cash and he needed to get paid.

(So unless they sell for much more than they paid they will only get a small percent of their down back, especially after selling costs,) but you did say they were getting a discount.