SO expect to pay a premium based on what the potential value of the building can be once maximized and stabilized.

My attorney stated not only must the person who failed to pay taxes be given notice but also the squatter as well since our suit names persons who were in possession of the house. 

I would focus on the house hack and not take a pay cut.

How do you pay for the tax and insurance?

They sent a new contract trying to bind me to still pay $200 per month, which I refused to sign.

That's basically what I used propstream for the most and if I can pay 100 a month for resimpli and get those features and also the crm and accounting features I'd be happy. 

With the exception of building a trailer on the property (these are hard to finance), this sounds like a good plan AND if you are using it for your business AND your business pays more than 50% of the rent (if you have more than 1 tenant), then this is a more financeable property in the eyes of banks and credit unions as it would be consider a commercial "owner-occupied" property. 

You have no foundation at all, but he wants you to pay and sign up?

what would be the justification for paying that much?

if they are pressuring you like this.PLEASE watch the American Greed Episode on Remmington Financial  .not saying these guys wont or don't fund of course.. but when I do my deals with my banks its common that I pay for the phase one and the appraiser directly..