Question 2: Should I be utilizing one of these approaches (or another way?)

It's one of the things I do/teach as part of a system.  

Although I had a background in sales, speaking with distressed sellers was a completely different experience—one that requires a lot of patience and empathy.

They are the ones you want to captivate.

A "one night allowed" booking will put you almost as high as IB, but you can then decline any one night booking that you do not feel comfortable with. 

At one point, I saw more of it than wholesaling.

I understand how and why you would defer capital gains forever with a 1031, but I've heard conflicting reports about whether or not depreciation recapture gets moved forward and deferred in a 1031, particularly if you did the "Trump era" 100% depreciation in one year move. 

If you are looking to crush it in the leasing game, I'd suggest checking out The Apartment Source, which is one of the leading leasing companies here in Chicago. 

Hi Cliff,Here are some things to consider:Liability Protection: One of the biggest perks of having an LLC is that it helps protect your personal assets.

no one does.so maybe do both.