See your issues before you get there.  

Infinite return.I have systems in place and people to deal with issues. 

Because we needed more time to gather quotes for the work that needed to be done by contractors we trusted, we extended the deadlines in the Property Inspections Notice (PIN) on multiple occasions so we had enough time to better understand the issues and also protect the buyer's deposit.I'd get a few good contractors on hand, have them give estimates (see if they can even do it using the inspection report if visiting the property isn't possible) and have the seller compensate you an amount that you think is fair (it may not cover everything, but is it enough to still make the deal work?)

The vast majority of investors do not grow massive portfolios, so keeping it at a handful of roofs is pretty typical and just fine.

All carriers do not allow for "blocking" the market when it comes to a quote but the majority of players in the commercial lines market do3.

The majority of existing houses were built in the 1930s, contributing to the unique character of the neighborhood.

Once a license has been issued, the City will provide an identification label which must be posted on the exterior of the property at all times when the property is being rented.

@Blaise Peterson from a PMC point of view:If the property is vacant, we'd just terminate the contract, because there's nothing really to manage and we don't just want to be used cut the grass.If tenant-occupied, there's a host of liability issues for a PMC if owner hires another agent to list for sale:1) Who knows what transgressions the Owner's agent will cause with the tenant while showing it, possibly resulting in the owner and the PMC getting sued.

Population is growing aggressively and jobs are moving here especially with major employers like Intel, Google, Amazon, Nationwide, etc.

We no issues closing in an LLC, as a matter of fact most of my lenders will prefer it (assuming it is not your primary residence)Assuming it is not your primary residence, the easiest way to do this deal would be through a DSCR Loans.A DSCR Loan will use current rents or market rents if the property is vacant and personal tax return from you would NOT be required.It also referred to as a No Ratio Loan because your personal Debt To Income is not important.What is important is that the property can pay for itself.If we keep the LTV Low the rate for this loan can be better than a conventional loan.If you ARE Living in the property and you want to keep it... it would mostly depend on how motivated you are and how willing you'd be to "postpone gratification"The best bet is still a DSCR Loan.. which means you moving and renting the property out.We can bring in Asset Based Financing that can help with cash down (if you need it) or to pay cash for another property for you to reside in.Once you're moved out we can do the DSCR Loan at a 70% - 80% LTV or we can calculate a comfortable cash flow number.For example, max cash out that will give you $500 cashflow after a full PITI payment.Let's discuss more!