There is a good reason the seller is offering such a low price, and my guess is he is cutting his losses.

As a new person, just getting face time from a successful person in your area may be worth your weight in gold (I mean, think about it...they may help springboard your career...).4) INVEST IN YOURSELFTake the time to research your questions you ask before asking them.

I know the seller will have his own feelings on what he'd be willing to do, given that a large gain/loss could have tax implications for him and his business, but I want to be prepared to move forward with whatever option is available. 

a lot of little wins can be taken down by one big LOSS..

Frequent things that go wrong in flips (in Chicago)Estimating rehab costsHow to make sure you are property analyzing ARV comps buy to make sure you are not at a loss after its complete

You do of course run the risk of them coming in and shutting it down, but in situations such as these I always like to ask myself how things would come across if there was an injury or loss of life and I ended up going to trial. 

It's currently unoccupied so I'm at a loss as to how to underwrite it properly.

I have a rental property in San Antonio Texas Paid 125k Currently worth $115k to $129I owe $92kPITI = $887.58Rent=$966  after P.M.Has had 16k in repairs,maintenance or  Lost rent in the past 10 years  so it has been losing about $134 a month for the past 10 years  I have have the same property management for all 10 years I am changing Property Management at the end of this year because they just replace the stove without my permission I’m hoping a lot of these repairs were maybe due to property management issues  maybe  some of the repairs didn’t even need to be done hopefully new property management will turn this thing around but if they don’t should I sell this  or should I just keep taking $134 loss meanwhile somebody else is paying off a home for me and after tax write off’s I don’t think I’m even losing but I need somebody  to help me analyze what I should do thanks for your guys help 

No middlemen... see job loss of all middle men or companies facilitating transactions.Bitcoin, Etherium, Litecoin and most other crypto currencies are built using blockchain technology (but careful, some are not ex.

I would not cash out any 401k or ira.You mention the instant loss of 56k in taxes and penalties.Take old 401k rollover to traditional ira.