Essentially he is over extended and has everything with the property on auto pilot with the property.

Know your farm area and set up and auto search.  

We currently have our auto (in California) and our 2 Texas rentals with Liberty Mutual.

We currently have our auto (in California) and our 2 Texas rentals with Liberty Mutual.

I am selling property through seller financing and the buyer would like to have the payments auto deducted from her checking account.

On the car wash business... this deal is to purchase 2 separate car washes in one deal, they are 2 auto touch free washes with 4 manual wash bays.  

I'm a local business owner here and always have been interested in commercial real estate (shopping/strip center or individual shops) I'm in the automotive industry so my ultimate goal would be to buy and rent warehouses/auto shops. 

Yes... take monthly MI especially if you know that your ARV or "after repair value," is at the very minimum 125% of your loan amount because this in essence means you have 20% equity (IE 100k ARV / 80k loan amount = 125%) and you can get your MI removed automatically after 12 months min (some mtg servicers vary but most are min 12 months for auto removal w/ equity documentation). 

There are some additional discounts for having auto insurance with the same company but I didn't include those.What does the HOA cover?

You can get a commercial umbrella policy but that will not cover your own residence and autos just the commercial properties.