The Operating LLC would function essentially as the manager of the properties, as described in the operational agreements.

Can you elaborate on the title insurance gap coverage please.Now, full disclosure is that this definitely applies in Wisconsin, I am not sure if the other states function the same way, I assume they do, but you just never know :).The role of the title company is to make sure the title to the property is free and clear, as in that there are no mortgages, liens, loans, taxes and fees against it. 

Is that really that robust of a strategy or have they just spread themselves really thin?

You can use their background and credit check function, or skip that if you want to DIY.

While I explain my history and how there are similarities in characteristics and job functionality in terms of drive, tact, goals, communication, etc. and then reiterate my desire to be in RE in my cover letter, I may not be the ideal candidate.

When things function properly happy tenants that stay are what every landlord wants.

It's going to be a long list & it will change as a function of the type of finish or end use for the property. 

It's $99/month and the in-app purchase features can definitely get pricey but from what I can tell they have one of the most robust data warehouses and API partnerships I have seen so far including 92% MLS coverage...which I'm really curious how they achieved that as that has to be VERY expensive since I believe you need a license for every market. 

Not to mention just to make the project go quicker I refinished a 3 seasons room myself , fixed a patch on the roof, installed and painted front door, replaced French doors with sliding door, did some demo work in kitchen in bath, installed hardware on doors all things that were included in the scope of work ( he did a poor job estimating the price for renovation and I think was shocked when I wanted certain things fixed that I figured were common sense such as a non-functioning French door leading to the 3 seasons room).

Non functional essential lighting (e.g outdoor fixture doesn't work), floors that are trip hazards are good examples for this.