Some lenders are better than others in helping strategize the best options.

They can decide that offer #2 came from a contract lawyer and he'd be a good owner in the building since he can help them with legal issues...or whatever random reason they like his offer better. 

However, the year-over-year data shows a better vision of the market.  

Not many people have great financial success on their first flip, but it sounds like yours has been successful in that you've learned some really valuable lessons that will make you better and stronger on the next one. 

Better to keep the same rent and give them a rebate of $ 250 for the time of the construction. 

Wait the 3 months from purchase date and then refinance at 75% with a better long term loan.

This is the only way she views it as fair to the family without selling the property as I’m getting a much better end of the stick.

Nope, it could be better, but it depends on your situation.

We own and manage several rentals across the state an will also be looking for opportunities to 1031 exchange into more landlord friendly states with better price points. 

@George Voutsinos If the tenants are home I talk with them to try to get a better feel for them personally as well as a feel for the building.