An LLC does not provide much legal protection, it acts as a legal firewall to separate assets.

I am not driving 2 hours to let her in though if the roommate under a separate lease isn't around.  

I think it would be prudent to probably treat this as two separate issues. 

It’s emotionally draining, but I’m determined to honor his legacy by building a real estate portfolio, just like he did.On top of that, I’ve faced a lot of loss in recent years.

Always keep personal and business accounts separate, document all transactions, and consult a CPA or attorney to ensure compliance and maintain liability protection.This post does not create a CPA-Client relationship.

Do I draft the contract price for higher than the actual build price that would include our estimated profit (sell price) or would a separate agreement between the lot owner be sufficient enough that outlines the deal since we don't know the actual sell price until it goes to market?

If lenders would consider a 2-3% buyers agent commission as part of the purchase price and LTV based on this (contract price + buyers agent commission) we can end this Byzantine step of the buyer’s agent having a separate agreement executed with the seller for the seller to offer to cover the buyers agent commission.  

Because I have created a “hassle” situation for myself by going down the LLC rabbit hole I have separate LLCs and separate bank accounts.

They may be more emotionally concerned, but that doesn't mean they are better at the job.Why are millionaires and billionaires using financial managers, property managers, nannies, and maids? 

In some cases, Van Gundy sold the same mobile-home investmentto as many as five separate investors.