If I read this correctly, this essentially changes the 2 of 5 rule to 2 of last 10?  

These deals typically require larger cash outlays (50k-100k) per deal minimums.

Also, not sure what relationship you have established with your property manager but typically people hire managers to take care of this part and be tenant-facing.  

Do you know how much the typical bills have been in the past?

Holding company typically if you have multiple companies like a property manager, own property and other businesses. you will end up spending more per year on accounting and state stuff than what you make on your rentals. 

Google permit expeditor or ask the county who typically is used.4.

Personally I wouldn't feel comfortable trying to wholesale a relatives $1M home knowing that I am breaking the law if I cross over into doing anything that can be considered representing them in the transaction, and knowing it will only be marketed to people who buy properties wholesale (typically investors who don't want to pay retail prices), instead of the majority of retail buyers active in the market who are typcially willing to pay more. 

But if your goal is to leave your day job soon, multi family will offer more cash flow typically.

👏Regarding subcontractor contracts, it’s essential to have a well-thought-out document to ensure clarity and protect all parties involved.

I know DSCR lenders typically don't touch them.