For those who’ve used it, what strategies or sources have worked best for you when covering the difference between your loan and the total project cost?

My main question is will I be happy in 10 years that I bought this property?

Most occupied property insurance policies will cover "vandalism and malicious mischief" but there are different forms of policies so you'll have to ask.

. $130k your earnings are the long run are far different. 

Indeed as Stevo mentioned, there are no Canadian versions but it still works, the only difference is the mortgage interest rate is compounded monthly in the USA vs semi-annually in Canada but that doesn't make a huge difference in payments.

Your success in this space will also translate to different type of business relationships. 

You should reach out to @Melissa Haworth she can get the actual numbers/rents on STRs in the area to help run your comps.Each building is different, each area is different, it is important to find accurate data to make good decisions.

There is a very big difference in my point of view hearing from someone who knows someone first hand vs. someone who just goes and does some internet research. 

Two different companies. those lots aren't that big but if you have thick timber it's going to be hard.

I work with mainly buy and hold investors here in Cincinnati.