You just don't go 15 years without major expenses.Will you go to Memphis in person to take a look at this property or others? 

He has nearly 40 years experience and his properties are owned in his personal name.

Let them set a month to month lease and then pay you as the cleaner/maid/contact person.

They are not typically designed to create a profit for the person running it, although frequently that person does well on the deals that come through the REIA's membership.

A 1031 exchange is only an option if the properties you're selling and the property you're buying are for business use (generally, that means they have to be rental properties, used for your business, or held strictly for appreciation and not used for personal use). 

All transactions involving your IRA must be "arm's length," meaning that you or any other "disqualified person" can't be involved directly or indirectly, and that is not the case as you described above. 

If you're asking for free advice from a stranger on the internet, I'd encourage you to find a different STR market unless you want to have a place in Kissimmee for personal use.

I personally invest here for both the cash flow and appreciation.

I would like to find a lender who can approve me based on the property and what it will bring in monthly as a rental rather than on my personal finance and credit. 

House hacking will also give you some personal "property management" experience.