Any lease that I make with the roommates will not be recognized by the HoA according the above definition, but would be recognized upon a court of law (I would assume).

Now, it will be hard for the first deal, because you can't point to your proven track record - but depending on the size of your network and the size (and projected returns) of the deal, it's definitely doable.Now onto the math.

Generally speaking there are 2 main types of loans for investors: “Conventional” and “Portfolio”Conventional - I'll define these as loans that come from Fannie Mae and Freddie Mac (if you recognize those names).

If he or she has been doing this for any length of time, then your client probably recognizes that the odds of them staying for an extended period of time is low. 

You are a perfect example of everyone who has done everything 'right' and now you recognize that you want to start acquiring properties and passive income because while you love your job obviously - working at it for the rest of your life may not be the way to make your financial dreams come true - or, at least, as quickly as YOU would like to see!

Account Closed"Double taxed" is not quite accurate, but where LLCs do not exist under Canadian tax law, the CRA deems them to be corporations and does not recognize their dual existence.  

This one has proven to be unprofessional and quite frankly, not good at this. 

I’m looking to get involved In a ‘volume’ of deals in 2020 (would love to get into 3-5 flips minimum per year depending on the size) so I want to be competitive as I network b/c I know money is not hard to find out there for proven flippers.

Investors are looking for a proven track record from you so as to reduce the risk of their investment. 

If so your buyer better have a proven track record.