I want to create more of a cashflow based portfolio and not seeing too many markets up north with the same numbers you guys play with. 

Find or create a very strong lease and have it reviewed by an attorney if needed.

For a good tenant, I might either offer assistance with their alternate accommodation (hotel), or prorate rent.

Try talking with Hurst lending they have some good products There is also a member here that created a list of lenders by state - a good resource for you maybeJust google "my perfect mortgage" top link - you'll see it edit: nvm that's not it - give me a second - here it is: Perfect Mortgage

@Conrad Legé, I know of a few investor focused agents in the area that can assist you with your search.

Furthermore, if you are in the GTA then you will also know the condo market is down significantly currently, creating alot of opportunity if you're looking to buy one as a primary.

Personally, I think choice 2 (the smaller project) is more ideal here.

I have a docusign account and created my own contract by merging multiple templates and having a lawyer review.

A cash buy will create a lower profit percentage, but it will provide more dollar-and-cent profit and reduce the time-value of money issues you would run into if it takes longer to sell.

Ultimately the underlying concern or question is if a condo is created, does it need to be used/sold as such?