@Scott Trench 1) I want to reduce eating out because I spend probably $10-$15 a day at eating junk food at work for breakfast and lunch when I could make a weeks worth of healthy food in an hour or two on the weekend and freeze it. 

It seems to be a good tool to quickly separate the chaff from the good grain...disclosure: I am currently evaluating this service, I am not affiliated with this service. 

@Karen Margrave, @Amy Wan, thanks a lot for responses, they definitely give me some food for thought.I would definitely like to try something within a group of two or more people (but not crowdfunding) as there is nothing like real life experience.

The food is also incredible. 

House hacking with a family is NOT easy and I'm really glad you are going against the grain and doing it.

Also, if yes, how far down the corporate food chain does the prohibition exist if my son works as an Investment Banking analyst for a company used by the GP or works for a division of the GP's firm or a division of the IB's firm?

Without a job you will never be able to invest to the point where you can quit working.A W2 puts food on the table, generates savings for further investing and is necessary to be able to qualify for financing.

Thank you all for giving me some good food for thought!

just some food for thought; why are you planning on being poor when you retire?

Believe me, I have gone up the food chain as far as I can.