Zillow tracks all listings for all periods.

Yes, @Dave Van Horn is a great guy with an excellent track record and a stellar reputation.

I am on fire to get going, and to stay on track with my plan I will have to buy minimum 1 property this year.  

But don't let regulations deter you, a harder market to enter in theory mean less competition since most don't want to track down and follow all the regulations. 

With your background in lease management and site selection, that could be a natural next step.Regarding STRs, I can understand the hesitation—accurate expense tracking is critical, and not having that data can make evaluating deals frustrating.

I use it for expense tracking (which is great) and have been transitioning to rent collection/cash management.  

Being clear about what you want to do from the start not only helps you stay on track, but it also makes it easier to spot problems or delays before they happen.I totally agree that talking to people is important.

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.

It's been illuminating to see who the valid owner of each property is; there's a landlord leaderboard on the site.The direct value proposition allows lenders to track a list of clients or companies in real time.

Not sure if you use a PM, but my software tracks the policies and lets me know automatically if there is a lapse in the renters policy, so that we can try and avoid this type of scenario.