@Brendan Conners Hey Brendan. I have a very similar story to yours in regards to working 60 hours a week and all that.
I’ll share my experience with you. At 23 I was able to buy an apartment in Abbotsford. I’ve grown up and lived in Surrey all my life but I bought in Abbotsford as I wanted to be able to pay my mortgage as well as still have money to invest.
At 24, I bought my first rental in Windsor, Ontario and that has gone great for me. Its nearly doubled in price (paid 150k) and gives me about $700/mo cashflow as I’ve just upped the rent $250/mo to $1650 now.
I’m currently in the middle of flipping a property in Edmonton as the money in the deal. I have a connection out there managing the deal for me.
Although Windsor Ontario is going great I probably wouldn’t recommend buying out there right now as prices have gone up substantially. I plan on buying another rental this year and I’ll be looking at either condos on chilliwack or possibly a quality condo unit like something close to the water or high up in a quality high rise. Maybe Surrey central.
I know biggerpockets stresses to buy for cashflow however, I feel having a couple hundred bucks of cashflow is a defensive move, rather than an offensive move. No one has ever gotten rich off of $300/mo cashflow. Ultimately it’s either forced or passive appreciation which is going to build your net-worth and that’s why I’ll be buying the rest of my properties here in our back yard. Appreciation isn’t guaranteed but we live in the most beautiful city in canada, probably a top 30 city in the world. Other Canadian retirees and wealthy immigrants love to come here. We have the cleanest water and air quality. Fishing, hiking, camping, snowboarding, beaches, and probably the best, most mild weather you can get in North America.
Anyways, this is just my opinion, it’s totally subjective.