Creating cash flow enables investors to sustain themselves and their families along with their investing as well as growing their businesses and portfolios."

You list did ring a bell which enabled us to identify other issues.

Enabling either party to participate in a transaction it may not be able to on its own {could} be viewed by the IRS as the provision of benefit.There are many folks out there who will tell you this is OK.  

The property is the least important part, and you can actually do very poorly on a great property if you don't first understand the product type, the market for that product or have a great team in place to manage and maintain it.If I were just getting started with $100k, I would try to find a 2-4 unit with numbers that would enable me to live in one unit, rent the others, and live for as close to free as possible.

Is there any way for him to modify the plan to enable this?

Currently in my learning phase while I make sure my personal finances are in order to better enable me to jump in.

This will enable us to commit capital towards future buy and hold MFRs until we become financially independent.  

It has enabled use to acquire a couple of more units.

I'll be able to save the cash flow including money from work then looking to get a 3-4 family enabling me to live in one unit while looking to cash flow at least $1,000k.  

However, things have changed (for the better), which enable you to get a hard-money loan to acquire the property (and do the rehab) and immediately turn around and re-fi the loan into a conventional product.