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The only person who comes out ahead is the person who gives you the playbook and collects fees off of you. 

Please email me at my personal email if you have time to chat - need people in my area to offer guidance and suggestions.

You need to seriously consider ditching this person and replacing them with a pro!

@Bradley Elrod  if you  rent to a family member at below market rent it is considered personal use. 

How would you pay the person if this is part-time help?

While this is a real estate forum, personally I do not see buying real estate right now a great investment.

I doubt it. 

The Title company does  a search to see if the person selling has the legal capacity to sell, to find any  other owners, mortgages and liens on the property and to identify anything that may affect ownership to the new buyer.This is all done prior to signing for transferring ownership.It is not related to doing the Lease or the Option.Yes, the option fee is used as the down payment.

The entry-level Quickbooks Online software itself is expensive $250/yr... that's not even adding up potential books/courses, CPA fees or personal tax filing software like Turbo Tax.