But since you are using financing - things can get complicated.

They are more complicated and there are more costs because the Qualified Intermediary has a lot more paperwork to prepare, has to set-up an single member LLC to acquire and hold or "park" legal title to either the relinquished or replacement property, has more liability because they are holding legal title, has to deal with a lender in many cases, etc. 

I would recommend working with a specialist as not RE taxation gets complicated real quick.

As I said, it gets complicated really quickly.

I hope I am not complicating this too much.

Just wondering how everyone else is doing this, since the agent is acting like this is going to complicate things.  

And from what I remember your situation is fairly complicated anyway with parents needing to 1031 and you renting from them. 

What goes into it matters of course, and I'm not a lawyer, but it wasn't really a complicated arrangement so I felt comfortable with it and so did my lenders.To be clear, I wasn't exactly seeking out private investors.

BUT if your cleaning business paid the stay fee through CHBO from the cleaning co's LLC, just another expense for your cleaning co, and taxes for the CHBO business is simple no complications.

You will also have to file a NC tax return for the income earned by the NC rental that was reported to NC on your WY LLC tax return.You have setup a complicated structure for your rentals.