Also, focus on 2 years of job/income stability.Class D Properties:Cashflow vs Appreciation: Typically, all cashflow with zero or negative relative rent & value appreciationVacancy Est: 20%+ should be used to cover nonpayment, evictions & damages.Tenant Pool: majority will have FICO scores under 560, little to no good tradelines, lots of collections & chargeoffs, recent evictions.

Despite the project’s unique nature and impressive traction, securing traditional financing has proven challenging.

In my area, courts will not allow you to collect the lease balance if the tenant breaks the lease.

Are they collecting enough to cover expenses while also building up a reserve?

What an impressive set of credentials listed on Bill's page. 

I went skiing there a few years ago and was thoroughly impressed. 

If he files a transfer deed to the Land Trust or if he "sells it" then property taxes increase, the change in hazard insurance becomes a tangle.I wouldn't give authority to a bank person to collect rents, file evictions, deal with repairs... there are set up costs and on-going management costs.

Just simple record of properties, manage tenants, collect applications, track payments and expenses, maintenance etc. 

Overall I have the impression that many software/tools--provide very interesting amount of actual deeds, history, lien info, county recorded documents, or other direct data.Here is an incomplete list of some services I'm looking into, to see if I find one (or 2) that are a good fit!

Your background and goals are impressive, and it's great to see your enthusiasm for real estate investing.