If you live there you probably have a good handle on the subtle market dynamics.One significant risk of buying any property out of state is that you have a lot less knowledge and first hand experience with all the nuances of that specific market.

I would think your insurance agent might have access to some historical information for a specific area as they would want to examine this closely for their underwriting.

You need to research/know the rules, laws and regulations (including HOA if applicable), like you'd do in any US city.

Are there any tools, websites, or resources you’d recommend specifically for real estate investors in Ontario?

Most foreign buyers are high net worth individuals who want to park their money there in a safe haven and they don't need BP.No restrictions apply to American buyers in the countries they'd generally want to buy, including those mentioned by Federico and many other popular countries.When it comes to Spain specifically, some more conservative banks will ask you for a 40% downpayment (that would be the maximum) but that isn't the rule.

By focusing your efforts on a specific area, you’ll be able to learn all the nuances and make more informed decisions.Best of luck with your investment journey!

@Gregory SchwartzWhat specifically are you hoping the software will do for you?

Drawing from your industry expertise, what would you consider the average success rate for Fix-and-Flip investments, and which localities offer the most potential?

ALSO, I have not had to do an eviction following a partial payment agreement (so I don't know exactly how that would pan out in our courts), all of my tenants have so far completed their payment agreements as signed.Multifamily Northwest has forms for these types of things available via the Rental Forms Center at https://rentalformscenter.com/ Their forms are typically well reviewed by local attorneys; as you'll note, on the Partial Rent Payment Receipt there is verbiage specifically about if the landlord has/has not served a termination notice and reserving the landlords right to eviction if the agreement is not completed. 

Any suggestions would help please Colorado Springs has some weird regulations about this depending on which county it's located in so be sure to check in with the planning department in the specific county you're looking at.