Though the buildings are attached, the guest rooms all have individual exterior entrances with no interior connection to the residence. 

@Nick Volz, there are many resources that can help:As noted, Passive Pockets is likely a network/forum of individuals similar to you. 

It's really up to the individual investor (and their coach who helps them create their criteria and decision-making process.)

Right now we are just using private individuals.

I feel it's extremely important that I link with like-minded individuals.

I have a separate positive review of this individual on BP.We spent a great deal of time formulating a strategy.

Financing for RenovationsSince the property needs a full gut job, consider:Hard Money or Bridge Loan: Short-term funding to acquire and renovate, then refinance with a long-term loan.Private Money Lenders: Individual investors willing to finance the deal for a fixed return.FHA 203(k) or Conventional Renovation Loans: If you qualify, these loans roll rehab costs into the mortgage.3.

All IRA-related transactions must be "arm's length", in other words, IRA can't get involved in any transaction with yourself, your immediate family members or any entities these individuals own or control. 

We underwrite individually and on the portfolio level - stick with me here:Would we buy a negative cashflow deal if it has equity and meets the rest of our criteria?

The answers are individual specific; people can tell you what they'd do, but without a thorough knowledge and understanding YOU it won't have much relevance.Here's my suggestion - read books, search for biographical information, and become familiar with people who have accumulated a good size portfolio of real property, to see how their ambitions, experiences, knowledge, and personal attributes align with yours.