Where this is a local governance bylaw, you will find communities provide a variety of ways to regulate the size and occupancy of an accessory unit.Here a accessory apartment in the basement of a single family dwelling must conform the the following:(a) Where permitted, basement apartments shall: (i) not result in more than 2 dwelling units contained in any converted single detached dwelling; (ii) be secondary to the main dwelling unit, and not exceed 75 m2 or 75% of the floor area of the basement, whichever is less; (iii) contain a maximum of 2 bedrooms with the floor area of each bedroom not exceeding 15 m2 ; (iv) be completely self-contained; (v) require 1 on-site parking space, in addition to the normal requirements of the zone; (vi) not permit a group home, tourist home, home occupation, child care centre - small or child care centre - medium on the same lot. 

A lot of people on your cash buyers list may have purchased a house for cash as a vacation home, bought it for a child, or retiring and downsizing.

As a parent, you can also gift down payment to your child to help, so that should cover all the basis.  

My wife and I both lost our long-time jobs within six months of our first child being born.

Being a military brat, I've seen it all and as a divorcee with kids on my lap and NO child support back in my struggling days, I bought a mobile for $4,000 (I felt safer in a gated community), it was just me and 3 kids under the age of 8, the folks that sold it to me needed a down-payment for a home they were buying (I was the listing agent), I was in escrow on one of my flips, at that time I would buy, move-in, repair, and then flip, so it was a win-win.I think that it would be a good deal if you have done your due diligence.Best of Luck!

Offspring is under 18.)18% from child support61% from multiple jobsWhat worries me is ~40% of tenant's income comes from sources other than tenant's job.Opinions?

On the other hand it can get people stuck; my grandpa never invested a dime in the stock market his entire life because of what he saw his family go through during the great depression when he was a child. 

My wife and I gave birth to our little girl (second child).  

Unfortunately, the company I work for has a Title Company connected to it, and is "allergic" to investing-issues/circumstances.

I just turned 34 years old, just had my first child, a daughter (Sloane), and just realized that sitting in my office trying to bill 2000 hours a year was not my idea of a happy life and satisfying career.