And I am one that can speak on the behalf of being lucky to have one, if not multiple.

I know I'm prepared to handle a potential bad tenant situation, so if a seller will pay me (price reduction) to take on that work/risk, then that is gravy for me. 2.

How do prepayment penalties work in this kind of situation?

Hey Andrew,There are multiple investor meetups that are held around town.

For the investors making money typically they figure out the strategy and location that works BEST for their particular situation and then go all in on that! 

Milwaukee has been very competitive, anything decent sells with multiple offers, the houses are old and OOS investors often don't understand how delapitated the place is they just bought.

Being aware of your multiple exit strategys is important to know going into deals.

In your situation, Maybe a good handyman.

There would still be the transaction (tax) effects if using it to purchase the propertyA non-gimmick situation however would be borrowing against your BTC in dollars so that you don't have to sell anything and see the tax/transaction effects. 

A lot to swallow, but if the will states the property is to be sold, then if one of the heirs protests the situation they can easily force the sale.