Wealthsimple is the largest robo-advisor company in Canada, and it has over $1.9 billion assets under management.  It is backed by Power Financial Corporation and was created right here in Canada (Toronto), thanks to the founder and CEO of Wealthsimple, Michael Katchen (who was only 29 years old when he got $37 million in funding from Power Financial to start up Wealthsimple).

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Choose stocks with high dividends. Typically, the companies that pay the highest dividends are older, more established companies. These companies no longer need to reinvest their income into growing the company, so they are free to allocate the money to investors in the form of dividends. Telecommunication companies, Real Estate Investments Trusts (REITs), and utility companies, in particular, are known for having high dividend payouts.[3]

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Invest in resource royalty trusts. Royalty trusts are investment vehicles provided by major banks that provide royalty payments from the extraction of natural resources, like coal and natural gas. The trust itself has no involvement in the mining or production of these materials, but earns regular royalty payments that are then distributed to shareholders. The exact royalty payment depends on the volume of resource sales and the market price of the resources, but investors are seeing high yields, sometime higher than 10 percent.[8]

You don’t have to invest individually to take advantage of dividend paying stocks (i.e. investing in an ETF like DVY, which currently has a 3.16% dividend yield – almost 4%). And while your math is indeed correct, there is more to dividend paying stocks that just the math. The reason the companies pay dividends is typically because of their underlying strength, steady growth, etc. These companies can be good investments for the long run. As such, it might not make sense to sell.

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However, when you lack the money, you need time. You'll need to invest the upfront time now in order to reap the benefits of automatic income later. It just doesn't happen overnight. So don't expect it to. However, you can do this without quitting your day job. All it takes is some sincere effort over a consistent period, and voila! But, to get there, you'll need to consistently burn the midnight oil or get up at the crack of dawn. Your choice.

Rental properties are defined as passive income with a couple of exceptions. If you’re a real estate professional, any rental income you’re making counts as active income. If you’re “self-renting,” meaning that you own a space and are renting it out to a corporation or partnership where you conduct business, that does not constitute passive income unless that lease had been signed before 1988, in which case you’ve been grandfathered into having that income being defined as passive. According to the IRS’s Passive Activity and At-Risk Rules, “It doesn’t matter whether or not the use is under a lease, a service contract, or some other arrangement.”

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