This loss will be carried forward. 

He used old receipts and even letters that mentioned it!

Or should I just not worry about that and go with whichever has the lower payment knowing my goals are to lower carrying costs and I'm going to pay off the principal when I sell.

Soft cost, carry cost, offsite and fees/.2 = 10,000,000 Total Build Cost 40 pads= 250k per pad Cost [250k/$150 per square ft = 1666 sqft per unit] 250k per pad x 20% = 50k for land ready to build. 

Carrying costs in purchase and or rehab is financed, cost of capital on refi, re-recording, title, updated insurance, etc. their are many costs at play after initial funding then to transition long term unless your straight cash on the front end.

@Vito DiIennaWhile I have not had to get a Letter of No Objection myself, if I had to do it, I would go right the the DOB, go into the Office that you can get an official Cert of Occupancy and ask them what is the procedure to get the letter.Normally, you will need to provide evidence.

So they invest in real estate and watch all of the great tax losses get suspended and carried forward.The short-term rental loophole avoids this issue.

A DSCR Loan will carry a much higher rate than 4.8% and will most likely need a greater down payment. 

Cherry South Bend INCurrent Property Status: This asset is sub-performing, which means the borrower is due for July, and foreclosure is to be referred next month if the account is not brought current.Syndication: Scottsdale REI - III - XXVIProperty Address: 172 Carlson St, Westbrook MECurrent Property Status: The borrower is currently in foreclosure, and the Fair Debt Collection Practices Act (FDCPA) letters have recently been sent to the borrower.Syndication: Scottsdale REI - III - XXVIProperty Address: 13959 465th Ave, Wilmot SDCurrent Property Status: Scottsdale was required to issue Service by Publication.

Also, find a copy of the short sale Approval Letter from your lender and read it again, thoroughly.