Having a partner complicates things, in my opinion.

Depending on your personal tax situation, you may be better off holding property directly in your name ... your situation is further complicated by the fact you are not residing in Canada at the moment.If you did hold properties in a corporation, the retained earnings (after the company pays its taxes) are traditionally not taxed in shareowners hands until withdrawn as dividends.  

It doesn't seem like its too complicated.

To add to that, I suggest you watch a few videos on youtube on networking techniques.

Don’t over complicate things and avoid projects you don’t fully understand.

I am trying to learn more about Section 8.  I know that it is guaranteed income because the government guarantees it.  However, what are the chances that the tenant trashes your place?  If they mess up your place then...

If you have the chance I have 2 questions regarding this:First, are there any complications/legalities to being both an appraiser and an investor in the same area?

There may be some out there that do, I just haven't met them yet.I see a lot of complications that may and likely will arise from this. 

Being a US citizen residing in Canada (now a Canadian citizen also) I have a complicated situation when it comes to having investments (and having to pay taxes on them).  

What complications arise if I raise a pool of capital from outside investors and act as the buyer’s agent for the pool of capital for any purchases?