I had an issue in a duplex once with a tough renter.

They are known as the Winthrop Factors-The purpose for which the property was initially acquiredThe purpose for which the property was subsequently heldThe extent of improvements made to the propertyThe number and frequency of sales over timeThe extent to which the property has been disposed ofThe nature of the taxpayer’s business, including other activities and assetsThe amount of advertising/promotion, either directly or through a third partyThe listing of the property for sale through a brokerThe purpose of the held property at time of sale; the classification as an investor or dealer is determined on a property-by-property basis.To me intentionally buying a property to renovate it to resell it for profit, twice in the same year, and opened an entity to do it in ....is going to be ordinary income and not capital gains. 

Is this a FSBO or is the seller using an agent?  

Quote from @Cory King: Hi @Bill GrenierThe amount of structures can have an impact on financing but there are options out there.

I’m working with an agent but am looking for assistance in sourcing potential deals, both on and off-market.

As a result, I actually created my own frankenstein of an automation pipeline combining public notices, county data and skip tracing so I can get the leads directly from the source and act on them as soon as they are available. 

Nashville is only about an hour away from Clarksville, so you will meet people from both cities.

The lender is pushing you to do this to get an FHA loan.

The goal of an IB policy is cash accumulation - not death benefit.

As you know, being an attorney yourself, it can be a Sisyphean task to making a consistent 'good' living.