Then continue finding the other listing brokers. 

Not only that, but it all my coworkers hate their job as well so it is a continuous cesspool of negative energy.

I own both, I continue to buy both whenever I can find a good deal.

I have thought to perhaps tell him to wait until I find something first, then continue with the deal.

After a few years the IRS ability to Audit is diminished with time (approximately 2-3 years) and the trust will be "Old and Cold" and we could continue to sell and conduct 1031's at that point.

Also, the project we are investigating will be a decent size one to two bedrooms just to test out the water.

Make sure to over the podcasts - BP and otherwise - and continue to educate yourself.

If you continue with your process, this will not be the last time this happens to you.

Even more so when your professional is not a specialist in your industry.There're some 20 tax professionals on this board, all real estate experts, and we continue to learn from each other.

I follow all local laws, have all the proper permits in place, and pay all the proper taxes on time or early ever month.When I purchase my next STR in Nashville I will continue to follow all local laws, proper permits, and pay all the proper taxes.