However I’m trying to be fair so I offered them $150 off this months rent of which they said is unacceptable, so trying to keep them happy I offers them $300!

His exact words were, "I mean, it's not like home prices are going down any time soon."

And the positive reports, ratings and accolades keep rolling in, i.e.: best places to retire, best places for families, etc. 

@Pradeep Roy I mean, you can use a realtor if you wish but most of us don't do that with BRRRR transactions. 

Keep in mind that month+ rentals are usually covered by state laws governing tenant / landlord rights and responsibilities.

You can look to seller financing or other creative means if that is an option with the seller.Either way, I would say be careful if you do purchases below 100K that result in a loan below 100K, Options are severely limited and there is often an "interest rate penalty" if the loan is at this level and it is EXTREMELY challenging when the loan if below 75K.

What are the book keeping and occupancy tax challenges that are faced?

This is my first flip and the contractor continually keeps adding things here and there, and changing things slightly from his first quote.

Guess I'm just feeling like I keep getting asked for more and more documentation. 

In growing markets I’d always recommend BRRRRs over flips if possible.You'll probably still have to keep money in the deal but it's way better than putting down the whole 20% LTV.