There will be legal and accounting matters to incorporate in your company, see local professionals with what you want to accomplish. :)

Should the property be purchased under an American Business, ie either just a registered business (or an LLC which I believe is the equivalent to an incorporated Canadian company) or should the be property purchased under a Cdn registered business or Incorporation?

That's where I want to start, and then once I have more experience I can start to incorporate automation and out-of-state deals.  

I strongly feel that since there are so many variables in family/health dynamics, many posters forget to incorporate that into their wealth-building model.

Hi @Sarah Hale , just curious, why wouldn't you use Legalzoom to incorporate?

I'm no expert in corporate finance however....These are established companies that have a credit rating and a track record. 

If youre the only member then you can simply rewrite the operating agreement to incorporate the new asset and the role in managing it.

I want to transfer another property I purchased to my Incorporation B on title using the Warranty Deed.I purchased it for an amount of $x.

not sure how feasible it will be to raise the funds you are trying to raise and still pay your investors, all the costs that come with rentals, and then still have decent amount left over for yourself.I can tell you if your goal is to have 20 rentals and in the end only make the kind of money you are trying to make there are easier ways in life to do that with.you either need to find cheaper capital or incorporate other techniques like wholesaling to raise some of your own money.having said all this I will tell you are going about finding 20 deals in a pretty difficult ways. 

I would recommend that you also look to incorporate reserves, break even ratio and debt coverage ratio at a minium into your analysis.