Nicely done!

Some of the features I am looking for (most likely there is not 1 single vendor who has all this built-in, but more of a technology stack that integrates nicely)Would something like propstream, carrot, and kixie be powerful enough to get rolling out the gates and still be efficient in your eyes?

If there's a nice view from the property of course that should be shown, and I think the aerial with the lot lines is useful as is the floor plan, with SF if possible. 

You lost your job and are still jobless eight months later.

Although the Ohio Building Code states the basement bedroom is a bedroom, the appraiser did not count the basement as general living area (GLA) and did not provide much value, if any, for the additional nicely refinished space.Does anyone have a recommendation how to overcome this barrier?

Nice! 

It’s a nice place and I hope to rent it out weekly from time to time to help cover the mortgage ($1,850/mo w/ taxes, etc.)I just found out from a personal conversation with the owner that a Lake House down the road will be going for sale and I was given the option to buy it off market.

You are on site or very hands on, manage a small number of concentrated bets, are investing alongside me, and your day job is 100% focused on ensuring a great return for me.That's the lesson.

It's definitely nice to have a paid off rental.

Also, focus on 2 years of job/income stability.Class D Properties:Cashflow vs Appreciation: Typically, all cashflow with little, maybe even negative, relative rent & value appreciationVacancy Est: 20%+ should be used to cover nonpayment, evictions & damages.Tenant Pool: majority will have FICO scores under 560 (almost 30% probability of default), little to no good tradelines, lots of collections & chargeoffs, recent evictions.