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Then it could be quite different and just make the gate motorize, move in base and rent to trucks ( yes i get way over simplified), going to look for more resources on that possible route as the required capital would be drastically less for possibly a better ROI. 

You can also consider umbrella LLCs for specific areas or property types to simplify management and limit liability exposure.Let me know if you need any help with financing or structuring your investments!

It's easier to break these up into two sectors to help simplify the breakdown process. 

It's that easy.Setting up an LLC does nothing to simplify payments, or your life.

This will simplify later management and development if that becomes a possibility.I would also then recommend a 3rd LLC that is a management entity for the property. 

I am definitely an over thinker at times and it gets hard to simplify.

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If the software is not simplifying your life or making you more accurate, you shouldn't use it.

If just going this path is more practical it would simplify things significantly, but everything I understand says introducing these new activities and the respective liability could expose our other property to risk if a nuclear claim occurred related to either property if they were part of the same LLC.