I personally don’t want to be in the BUSINESS of running a consumer service.  

Hoping somebody could hep me with a few questions as I have some questions about the re-zoning process in Chicago.Long story short, I am a homeowner with a vacant lot next to me that is owned by someone else.  

Finding the right property manager is key—are you looking for someone who specializes in long-term rentals or short-term stays?

This seems unlikely in the long run. you are forgetting that someone is paying down your principal for you so you need to take that into consideration. 

Short-short version it's hell on wheels. 

One of my properties (Wolf Run) was supposed to be at a 6.02% rate.

To find value on residential 1-4 unit properties you could ask your realtor to run comps or complete a CMA(Comparative Market Analysis) on a subject property once you find it.or you can find the value on your own.We use prop stream to run comps. 

I think you would be far better served by just getting a separate bank account to run your business if that's your primary intent on using LLC.

Just transferring it gives you zero protection - the reason why it never comes up is because no one can name ways you get sued when you have a good insurance policy so its a mute pointSo long story short, you are wasting money transferring it to a LLC is my personal non legal non tax opinion.

It'll be confusing in the short term, I think people assume it's inflationary.