We've done demos with all of the big name PMS options and are finding big gaps with all of them, mostly when it comes to payment processing.

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.

So, if you are shopping around, trust your numbers and don’t be aggressive on price, you may be only bidding against yourself.

Consider tenant stability, including consistent payments and maintenance of the TOH.

However if you have enough reserves, 6mo or greater then I'd say chance it but a couple of missed payments from the tenants and you have to foot the payments out of your own pocket.I'm all for taking risks but I think you really need to evaluate the age of the major systems so you don't get hit with a bunch of cap ex all at once as well as your reserves. 

I wish I would have seen this message before coughing them payments! 

Bank pushed us to 40% down payment so also executed a $85K seller carry-back loan to cross the finish line.

Do we have trusted advisors, brokers or community bankers within this platform who would like to work on this?

You find this out by talking to people, speaking with past residents, people in the industry, or mystery shopping the property.Using technology to pull in data so you don't have to manually type it in, is helpful, but other than that, I would not trust automation. 

Use the 20K as a down payment on the next house hack and don't touch your current properties equity.