I'd rely on her to handle much of the day-to-day management.Given this, we're leaning toward a single-family home where we can comfortably rent a room to someone we trust.

These are great for experienced flippers who can handle the tight timelines and costs.Private investing usually involves individuals funding your deal, like friends, family, or networking connections.

If they sell them on amazon, they likely don't require any special handling.

(For a lot of gurus, the education is just a top of funnel entry point for them to then have you find deals for them, invest in their deals, etc)If they are active in real estate themselves, I would ask how much they are making from their RE versus their courses?  

I'll look into how that is handled at this location.

Real Estate Investment in Canada has, in recent years, been strained in terms of affordability, and other rules creating an additional barrier of entry; especially for foreign buyer.Although I am investor in Ontario and Quebec, I'm not a lawyer, nor an accountant, nor an immigration consultant, so make sure you consult with the appropriate expert for accurate information.

I hate to say this, but if you want to get a job with Yardi as the main software, you will need to start at the entry-level accounting.

Do you use any tools or services to automate the process, or is it something you manually handle?

Your first year will be a learning experience, you will want to be close to the action, as you may not have the capital to pay someone to handle everything.

Be sure to hold a hefty reserve to handle on-going maintenance, capex, taxes, and insurance.