I like getting families in my properties because I feel like with young kids going to school parents are most likely wanting to stay with a landlord who fixes things on time and provides a safe living space to raise their kids also a lot of parents do not want to move their kids school districts.

As far as I can tell every HOA document has something like this one form or another:The term "single family residential purposes" also shall be defined as: (1) one or more persons related by blood, marriage or adoption, which may include only parents and their dependent children, siblings, parents or grandparents; or (2) by no more than two unrelated persons living together as a single housekeeping unit and their dependent children, siblings, parents or grandparents.See Article III Section 3.1 here as an example: https://1drv.ms/b/s!

On the other hand, some of the references say that the laws in some area allow some of the occupants to sleep in the living room, so it would be reasonable to think two adults in the BR and a child or two on the sofa (or crib or rollout) in the living room. 

I am one of the board members for the West Suburban Building Owner's Association in Oak Park/Berwyn area.About / Members – Neighborhood Building Owner's Alliance (nboachicago.com)You can find a bunch of groups to attend at our parent organization's site, the Neighborhood Building Owner's Alliance. 

I think the ADU will add decent equity to the property since everyone seems to be looking for space for elderly parents or just a separate area to work and/or play.

I ram a single parent and recently lost my job and what money i do have is set aside for bills, i am however very passionate and driven with succeeding in this business.

You probably don’t have this problem, but one day I realized my retirement plan of selling my business was going to leave me woefully short of retirement funds and so I thought about it and my parents had made a TON of money with real estate and I said well I can too.

Collectibles (think baseball cards and stamps), life insurance policies, any investment with a prohibited party which is you, your spouse, your children and their spouses and your parents. 

First am I even allowed to google search an applicant's child's name that would be an occupant? 

But, I get far more diversification from mutual funds than I would from owning a handful of MFs.But that seesaw (the leverage) can apply that leverage both ways and I don't want to get thrown off like I did when I was a child.