HI @Nicolas Houillon, there is the REITE club in Canada, which is a pale comparison to the BP forums - it's not very active. There's a podcast of the same name which I followed for a few months, but's it's not very good, either. The canuck community is actually pretty active here on BP, and I saw a post about reviving a Canadians-specific forum soon.
There are a few things you should consider as you're getting started. First, continue learning as much as you can until you overcome the shiny-object phase. I'm sure most people go through that phase in the beginning when every new REI strategy seems like a great idea worth pursuing, but you'll eventually lean towards one or two that suit your personality the most. There are 3 or 4 main books in the BP store worth buying to build a solid foundation of knowledge, and there are often discount codes if you listen to their podcasts, which I also highly recommend. You'll figure out soon enough what things don't apply to Canada - there aren't many, actually, but they get discussed a lot (eg, VA loans, 1031 exchanges).
As you're learning, share your thoughts and intentions with the people around you and on the BP forums. This reinforces your knowledge and goals, and will reduce your fear of taking action. However, don't rush in because of FOMO. You'll hear a lot of stories of people who jumped in unprepared and struggled and yet still succeeded, so you might be tempted to believe the same will happen to you. The BP forums has a natural 'success bias', meaning the only people who stay on here are the ones who have achieved some degree of success in the REI game. We'll never know about the multitudes of people who tried and failed, because they don't contribute to the forum. I'm guessing there a lot, lot more who gave up than those who succeeded. So why not take the time to learn from other people's mistakes and successes to increase your own chances for success.
I'm pretty sure the phrase 'time in the market vs timing the market' is meant to inspire people to take action if they're delaying and looking for the 'perfect' deal. I don't think it's meant to encourage people to go in unprepared. The more you learn, the more you'll realize that having an abundance mindset will be of more benefit than having a scarcity mindset. In theory, REI is a zero-sum game, because if everyone is a landlord, then there'd be no renters. But in reality, only a small percentage of people are willing and able to play the game, so there's enough to go around and there's no need to rush.
Second, the ongoing cashflow vs appreciation question/debate is, well, puzzling, because I think it's pretty much been settled by David Greene, the host of the BP podcast. That question seems to come up every few shows, and his answer is pretty much the same every time. The answer: every property should cashflow, but how much cashflow you need depends on what your portfolio looks like. As you start investing, you'll need higher cashflow to cover unexpected expenses and to buy the next property. And if you plan to rely on cashflow to replace your job, then you'll need more cashflowing properties. However, appreciation is where the real wealth is created, and there are many ways to 'force' appreciation. So as your portfolio grows, you can start adding properties in higher appreciation (lower cashflow) areas because the income from several properties can more easily cover unexpected costs in any one of them. Cashflow and appreciation are a continuum, and you have to choose where you want to be on it at your stage of investing. Some people are perfectly happy with one or two rental properties nearby that they can manage themselves. Others want to invest all over the world.
One great thing about investing in Canada is that there's lots of free data to help you decide where to invest. I've used the StatsCan and CMHC sites a lot, as well as the CREA site, Zillow and Redfin. The 3 factors David Greene suggests to look at (and I agree) are population & employment growth, and land availability. If the first two are growing and land is limited, then that's good for appreciation. If the first two are stable or increasing gradually, then that's likely good for rentals. He also suggests buying the worst property in the best area you can afford, and fix it up to get the maximum return on our investment.
After digging into the 4 big Canadian metros, see my post here Investing in Calgary (biggerpockets.com), I was surprised that Calgary is so popular with investors. The main draw is the landlord friendly regulation. Its population is growing, but it's the only big economy with unemployment trending up. Plus, there's pretty much unlimited land. The economy is more cyclical and is too reliant on oil & gas, and the clock is ticking for that industry. We'll certainly need increasing amounts of O&G in the next decade, maybe two, to build the infrastructure for the post O&G world, but beyond that there's going to be a pretty drastic drop in demand. Will business friendly government be enough to overcome that decline? I doubt it. Certainly, a lot of investors are successful in areas that most people avoid. 'Be a big fish in a small pond', or 'be greedy where others are fearful' and all that. Oh yeah, that's another thing David says to check, whether an economy is dependent on one company or industry.
Finally, I'm a big proponent of house hacking, especially since you live in Vancouver. I would suggest starting with that before looking elsewhere, because again, appreciation is the best way to grow your wealth. See my post here Post: Seeking Advice On How To Achieve My REI Goal (biggerpockets.com)