They need the insurance declaration pages (1-2 pages showing the annual premium and the insurance agency contact info), property tax bill, and mortgage statement. 

I'm hoping I can get some tips or pointers from anybody with experience in land development or buying land off tax auctions.

An easy math example is $1,250 of rent needs to support $1,000 of mortgage, property taxes and insurance and HOA (if applicable). 

Question: If we move the house to a different location vs demolish how  would this affect the 1033 and capital gains tax.

Is your DSCR ratio greater than 1-meaning are you cash flowing (according to the lender's criteria of mortgage, property taxes and insurance (and HOA) if applicable).

This allows for 45% of the effective rent to be spent on all your expenses (taxes, insurance, management, common area utilities, etc. - but not your mortgage payment), and gives you the net operating income (NOI).

I owe $600k on a $672k value STR (house hack 1 yr owned).

You can use one EIN for both entities since you're operating under the holding company LLC, or your CPA may advise obtaining a separate EIN for tax purposes.Ensure that the bank adds you as a signer using the company's EIN, not your SSN.

As it is we both have a strong desire to buy a SFH for ourselves but currently house hacking is a better solution because that other rent is paying our taxes and water and sewer bills and for some mid range priced renovations to the property.

Market rents from the appraisal and/or the actual rents need to cover the mortgage payment, property insurance, taxes and HOA (if applicable).4.