You don’t want to end up in a situation where for whatever reason you fail to close, and then be accused of tortuous interference with someone else’s contract, causing the current owner to lose rental income because you paid their tenant to leave.

The insurance cost came in around $235 per month for insurance that would pay replacement cost OR the agent also offered ACV coverage which I understand to be paid out as the cost of the item at the time for $177 per month. 

I live in a 2/2 Condo that I paid $107,000 for in 2014. 

2nd piece is the house hack...We think best course of action would be to have an investor friend we know buy the house in cash, once we are done with renovations, we then take out a full mortgage on the house to cover whatever he paid for it and then pay him back with some interest.

When it is paid down enough you buy your next property.

Of course the owner didn't read the paperwork they signed so they go under contract thinking only of the 1st they are making payments on.Total debacle once the facts are discovered.Before going one step further I would be absolutely sure there is "no 2nd" because it is just as likely that there is a 2nd... it just isn't getting paid monthly.

They are likely to send their off-market deals (pocket listings) to investors they've worked with in the past and know will close so that they can get paid.

As well, and assuming necessary, once done, you can advertise this upgrade and the positive resulting heating and cooling bills in future marketing when the need arises.For straight rentals (not a property sold via Lease Option, CFD, or other Owner Financing), I never pass large expenses on to my tenants (pretty much anything over $300, unless their fault), but assuming this is a defect or need that I did not see in my pre-purchase home inspection report, I will just deal with it out of my own pocket and earn a bit of positive "good landlord capital" in the process.Good luck with it!

She wanted to move in September 15th, so she also paid me for half of September and signed a one year lease.

My question is how do I protect myself to get paid the $550 to $1,000 for finding the property when the person purchases the property?