If he really wants to "roll up his sleeves", he can scout properties in your community (or on the internet) and get paid a "commission" if he finds one of your investor-friends in Omaha to buy it (aka, acquisition fee/finder's fee).

Given this is the 21st century with internet & AI, you'd think the state governments would create an easier way to track all this!

This is despite there being other similar single-family home listings in the area that are not grouped in this way.I contacted Zillow about this issue, especially since when I search for my specific listing directly and click on the public view, it shows outdated information (e.g., old history) rather than listing it as available for rent.What is going on with Zillow’s listing display?

This used to be a non-issue for FHA buyers up until 10 years ago when HUD stop allowing buyers to use their appraisalsKeep in mind your agent is not dealing with HUD directly. 

When I speak to finance institutions, I am only offered non-conventional loans for investment properties which require high down payments and significantly higher interest rates.

I believe that if the non-signing spouse had an interest in the property burdened by the easement, then the easement interest is not insurable. 

Unless the purchase price of the original sale is fully disclosed, and even then, some underwriters require that you actually have your deed recorded with consideration thereon in the public record before they will close a second sale.

@Ahmed MoustafaThe general Fannie Mae guidelines you mentioned are for non-renovation loans. 

I.e, you used them for non CapEx/vacancy reasons.

How are people buying multiple non owner occupied properties on fixed rate traditional 30y mortgages?