In many cases the mortgage company writes off the loss or goes after borrower depending on if they have other assets - if they do then they are gonna be coming after the owner

The heavy cleaning and repair costs after longer stays are definitely pain points but I've seen my clients make it work by screening the tenants more carefully for MTRs, doing bi-monthly checks to catch issues early, and writing clear lease terms about maintaining the property.

It heavily effected his under writing results.  

Am I required to hire an attorney to write up the contract and assist with the closing?

Its also classic and never goes out of style.

He jumped on the short-term rental bandwagon, hired a property management company to handle the day-to-day, and hoped to write off a hefty sum against his W2 income.However, his journey took a turn for the worse when he got audited by the IRS.

Not every lender can write mortgages in a way that support our transactions. 

I have helped finance some of these style loans.

:This is where the contract between (or at least having something in writing) would come in your favor.

Assume that you could meet with the CEO and give him some direction or write articles about how great the stock was and cause its value to go up.