I have simple-sub ($5.00 a month) meters established at a few of my other duplexes to calculate water usage among my units and automatically calculate/split/bill tenants. 

The company that serves and blessed me over and over again is what you would call a Tax Advisor, not simply a CPA or tax preparer. 

Consulting with a tax advisor is your best move here, as they can assess your specific situation and explore all possible tax-saving options.Let me know if you need further clarification or financing advice!

I would only do Airbnb if I were an established investor that could survive if it failed.

I'm not a financial advisor but I don't see how accruing more debt is going to help your situation.

For those people, establishing a bit of trust or showing you care about their situation can help seal the deal.

How he solved that challenge was by establishing a network of professionals and like minded people in Real Estate. 

They really do stand out in a neighborhood plus I doubt you could get permits to build in a established area.Much easy to build on a larger plot of land in the boonies, which is where I see most of these.In the end, once you get them looking nice, you could have done a stick built house or even a log cabin if you can harvest materials on your land for about the same or less.

Eliminate debt, establish a budget, and save.

Keys can be given 24 hours or whatever you establish before lease start and when the rent is paid in full.