The market seems to have a lot going for it with the beach, the lively downtown, the historical appeal and the night of lights draw during the winter months.

We call it an ELA (Express Loan Approval) where we can close in 15 days or less because it already underwritten.That ELA will outbid any offer even in some cases an "All cash" close because an "All cash" offer is usually well under the ask price.

https://www.biggerpockets.com/blog/what-documents-do-you-need-for-a-dscr-loan?

A link to FilePlace is at the bottom of every page, making it easy to find.If you have technical issues, email [email protected], and someone will help you.

But, if they do not it means they can ONLY do business purpose loans. 

Why is it so difficult to get this completed? 

(I don’t do STR deals so my comments are more about long term buy and hold residential RE.)Data by its nature is historical - it’s a lagging indicator. 4 years ago the Southeast was the place to be.

Things like landscaping/snow removal and labor cost for repairs are going to be highly variable based on your market so you'd need to do your own research on the going rate by either talking to other local investors, running your own google search, or exploring basic services on thumbtack/angies list etc. 

How did you find this deal and how did you negotiate it?

Unless you have extensive experience representing yourself, I recommend using an agent.