I've had some family friends invest there to use later in life as a retirement spot.

In my past professional life I worked as an attorney for a hotel development company that owned over 1B in assets yet as a company we  did not feel the need to utilize entity structures nearly as complexed or  convoluted as what you arranged. 

However, one have to put in the work and the effort necessary to succeed. that goes for everything in life. 

The purpose for setting it up as a STR was simply to help defray the cost of owning and maintaining the property, but again we feel that the time we put into it is taking away from our quality of life with our family/kids.We're looking for advice on what to do with the property.

If the software is not simplifying your life or making you more accurate, you shouldn't use it.

I feel a more accurate headline for this post is “How I Made Me Lose My Life Savings”

And dog urine is better than human urine, I still say..... :-)

Build the confidence of your abilities by having that real life experience.

Investing  in the correct systems and human capital now will save you 10x on the time and expense in the future. 

Explore my personal favorites, Set For Life by Scott Trench or The Total Money Makeover by Dave Ramsey, for invaluable financial insights.3.