Strategy BRRRR sounds appealing, but certain aspects seem too similar to house flipping, which I'm not comfortable doing.

Does anyone have any tips on how to get around this problem to make people feel more comfortable with this option period?

However, if it's a comfortable driving distance from Toronto (or some other populated city) I would definitely look into Tiny home/Cabin rentals as they are low cost to build and can produce a great ROI.

One of my clients had his wife lose their job a few days before closing and although they could get a loan and close on the investment/rental property, they did not feel comfortable moving forward with the uncertainty.

Getting ugly.https://fox2now.com/news/list-states-that-have-closed-restaurants-and-bars-to-dine-in-customers/

I am interested in connecting my investing with a double-bottom line objective - helping others too. I also see an opportunity to make an attractive return with the right team. Looking for a property management compan...

Looking for contractor that is reliable and does good work, that is comfortable with using 'big box store' quality materials and working quickly.

Once you get comfortable with that, you can move on to the next one which might be a little different, but much easier now that the ball is rolling. 

I'd consider any private funding arrangement that also offers a share of the equity returns to be a JV deal.It's pretty common, provided the lender is very comfortable with the competence and integrity of the investor.

However I don’t know how comfortable I would be with someone else’s money on my first investment (understandably right?).