Multi-family properties are a great way to start since you can house hack and offset costs.What’s the main goal for you?

I think the ultimate situation for what I described above (not the plan, but a possible outcome) could look like this:Rent main house by the rooms while constructing ADU.

The 5-10 it gets heavier and a lot busier, and 10-15-20 it really is untenable to self-manage especially if this is not you main business like a person buying their own rentals and building it like a small business. 

I'd done some reading in the past and thought a few of the main Canadian banks had such specialty trust divisions that could help you with plan setup.As for finding investments, networking with other investors, real estate agents, etc. is the way to go.Brian, from what I've heard is that CAN banks  make it extremely difficult to setup. 

Mainly the "self sufficiency test". 

The main house will be house hacked for the first year and will turn into a co-living.   

Principal balance currently at 314kProperty Details: It's essentially a "2-in-1" property, with the main unit rented out for $1,900/month and an attached ADU bringing in an additional $1,200/month.

Quote from @Garrett Brown: Hey @Josh Ball , this is basically what I do on the most successful properties I have ever had. www.cameronranchglamping.com It mainly depends on a few things.How close are you to a metro hub/ activities?

Mainly for it's re-usability and flexibility. 

The main challenge was timing the listing perfectly, but with careful planning, we ensured a swift sale.