Hi Anthony, it sounds like you’re in a good position to start building your STR portfolio, especially with no debt, great credit, and rent-free living!

These are difficult decisions.

Looking for some guidance on resources of how to begin analysis or how to build a business of this sort.

@Craig Holland Land is often sold with owner financing, in part because buyers have a hard time financing it, and in part because buyers often only need a short time before they can build on the land and refinance out of the seller loan. 

I don't currently have any investment properties, but will likely work with a turn-key property managment in the Memphis/Little Rock area.My goal is to build a good cash-flow portfolio to ease into retirement. 

Housing mix will change; more condos and co-ops and multi-family apartment buildings.

I recently closed on a commercial condo unit (for retail), which is one unit in a building that also has 7 apartments. 

One more reason why people should stop looking for the easy path to building wealth.Increase earnings, reduce expenses, save, and invest.

Though the buildings are attached, the guest rooms all have individual exterior entrances with no interior connection to the residence. 

I am also a huge fan of real estate and for the past 50 years there's been a way to combine both.By leveraging a Self-Directed IRA, real estate investors enjoy both the traditional advantages of property ownership and the additional tax benefits of retirement accounts, creating a powerful wealth-building strategy.