This would be an easy decision however I do not think you can come close even with you being active in the process.  

How is this overhead advancing Radd's investment activities? 

I was curious to learn more and liked the idea of niche diversification outside of my current active real estate business.

He's an active STR investor and investor focused agent.  

That way you know they are active in the BP community!

There's likely some good lessons he's learned that you may heed I'm not betting against you, but it seems like it could be a massive problem snowballing in the future.

I am still in the learning phase, but I am actively researching some local markets to hopefully find something this year.

Because you are not changing the tax return that reports the activity of the property.But... the IRS holds the position that Husband/wife LLCs can only be disregarded in community property states. 

Up until November, actively licensed VRD (Vacation Rental Dwellings) could transfer one time to the new owner.

I have been investing in real estate for the past 15 years but more actively for the past 10 years.