So I would like to get ideas and thoughts here who has bought property with tenants already in there?

I want my involvement in managing my future properties to lessen, becoming more "passive".

@Chris Villegas The original tenant is responsible for any action that takes place in your property.

As a dedicated real estate wholesaler, I source off-market properties perfect for fix-and-flip investments in high-demand areas.

Overall, how long do you spend in deal analysis for each property, and how many properties do you review before making a decision?

So the enemy method is the way to get a good idea.Check AirBNB and VRBO and see what similar properties are doing in the area.Also, Louisville recently tightened up the rules around STRs so check with the city and make sure you are good to go for a particular property.

This would be my 4th property.

If you're specifically into networking with other Canadians who also consider U.S. properties, check out forums that focus on cross-border tax issues or financing strategies.

I ultimately want to buy and hold properties for rent.

For starters, I highly recommend beginning with a turnkey property to get a feel for being a landlord.