I picked up a 7 unit, all in 150k, with about 30k YES 30K net income on about 53k gross.

I prefer multi family because they offer multiple income streams, usually higher rent per square foot compared to single-family homes, and are more likely to appreciate over time due to inflation and rent increases.I would recommend Columbus, Ohio.

What do you show for income on your IRS returns?

If your wife can qualify for REPS, that would help tremendously since you are a high income earner.

Its been decades, but back then I thought TurboTax was only good for somebody just reporting there income in the same state. 

I have good income and minimal debt.

Assuming I could qualify financially (primary income plus FHA allowed rental income contribution from additional leased units), when I become the owner of the property, would that prevent me from using a FHA 203b to house hack a second property? 

Depending on the type of trees we can also receive income from multiple companies once trees are producing.

If you really feel you are going to miss out on income by charging them 20 days vs the full month you could try and split the difference and charge 25 days. 

Moreover, Kentucky generally boasts lower property taxes and insurance rates compared to many other areas in the country. (2020) #3 Cities with the Best Work-Life Balance, SmartAsset, (2018) #3 Best City with the Highest Salaries and Lowest Costs of Living, GoBankingRates, (2018) #1 Most Affordable Cities for an Early Retirement, SmartAsset#3 AppreciationLexington stands out as one of the few cities in the nation with an Urban Service Boundary (USB).