It is not real insurance, it doesn't cover things not caused by guests, and can't be depended on. 

And you can use that to calculate your tax hit.In order to defer all tax you must purchase at least as much investment real estate as your net sale using all of your net proceeds.

I'm going to reiterate what's already been mentioned above, but I'm going to actually give you examples of why it's relevant to you to find a U.S. tax professional.1 - You're going to need to file U.S. taxes once you have property down here, there's federal filings, state filings, and sometimes local filings too2 - Tons of tax treaties between the U.S. and Canada that are easy to miss and can cost you a lot of money (important one with rentals - effectively connected income - if the professional you talk to doesn't know what this is, run away)3 - The amount of days you spend in the U.S. needs to be tracked and if you go over a threshold, all of your worldwide income could be taxable by the U.S.4 - Selling real property means up to 15% of your sales proceeds might not be available to you for years (FIRPTA)5 - Lots of nuance at the state and local levels, which both want to take as much money from you as possibleMain takeaway here is that you should find a U.S. based tax person.

Quote from @Jay Fayz: Hello everyone,I've recently been exploring real estate as a potential career path and I'm looking for advice on the best entry-level job to gain experience and knowledge.

Does anyone have any experience of getting into real estate this way?

This could also force your current tenants to lose their jobs and need to move out and then you’d be in a real bind.

There's no real perfect solution.

Beyond that, real estate is largely local; in my market we are not seeing anywhere near those numbers.

Looking for any creative input on how something like this could be structured.Taking part of the purchase price of real estate as a charitable donation and using said deduction to lower your taxes is tantamount to sending a cover letter to the IRS with your return requesting an audit.  

You'd probably want a real estate attorney familiar with creative transactions to help with the documents.