Post on Craigslist seems like another 'guru' but I cannot put my finger on it, he seems to be following Cherif method, not sure what to make of it.

AirBNB is still a good place to find MTR tenants as well.

My education background is in computer science, mathematics and some corporate finance, as well as have some internship experience in the quantitative finance space.

So not so well. 

Given the nature of small towns, we have personal relationships with multiple members of the board which we believe positions us well for success but of course there is still uncertainty.

Are the other parties to the agreement the property owner sharing the well and maybe an HOA?

The coaching for Jonathan's The Land Method is NOT substantially cheaper. 

Finding handymen is NEVER easy:( Often, you have to use trial & error method and weed through several before finding one that is acceptably (never pefect) reliable, quality, will fix warranty issues and has decent prices.Try visiting a Home Depot 6-8am on a Saturday.

@Bob Asad I like the individual sub account method escrow account, but there are multiple different ways to hold security deposits and multiple laws in different states.

Our program offers a range of coverage levels, including basic or special form coverage and actual cash value (ACV) or replacement cost (RC) loss settlement methods.