Holly Johnson, a professional freelance writer who earns over $200,000 per year creating online content, is another successful entrepreneur who is doing well with course sales. Johnson launched her Earn More Writing freelance writing course in 2017 and has sold over 700 courses for $199 each since then. In January of 2019, she also launched a “Pro” version of her course that retails for $349. She sold 40 on the first day.

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2. You clearly have plenty of money already. Just more padding in your already cushy nest. This is not the story for a lot of people. Your title should be “How to become richer than you already are without working.” But, actually the investment one is the only one that would make money without actual WORK. Running rental properties is a lot of work, and so is running a business, or even a blog. Sooooo…..while there might be some truth to this, I think it’s mostly grass that looks greener because it’s on the other side of the fence.
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.
Reinvest your earnings. You can grow your portfolio even more by reinvesting your dividends. This means that when you receive a dividend payment, instead of keeping the money, you use it to purchase more shares in the company.[6] Consider doing this every time you receive a dividend until you need to live on the passive returns (perhaps at retirement). Your equity and in turn your dividend payments will continue to build during this time.
I have only dabbled in drop-shipping before when I had an eCommerce platform 6 years ago or so. I think it is something that you could do on the side, but you would want to do in depth research on the industry you want to get into before setting up shop. It may be a little less passive up front, but over time you could take your hands off the wheel.

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Invest in bonds. When you purchase a bond, you are purchasing a loan taken out by a company or a government. The bond issuer holds your money (the price you paid for the bond) for a defined period of time. You receive fixed interest payments, usually twice per year until the term of the bond expires. When the bond expires, the bond issuer pays you back the principal.

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This article was co-authored by Michael R. Lewis. Michael R. Lewis is a retired corporate executive, entrepreneur, and investment advisor in Texas. He has over 40 years of experience in business and finance, including as a Vice President for Blue Cross Blue Shield of Texas. He has a BBA in Industrial Management from the University of Texas at Austin.

When money is loaned to a partnership or an S-corporation acting as a pass-through entity (essentially, a business that is designed to reduce the effects of double taxation) by that entity’s owner, the interest income on that loan to the portfolio income can qualify as passive income. According to the IRS, “Certain self-charged interest income or deductions may be treated as passive activity gross income or passive activity deductions if the loan proceeds are used in a passive activity.”

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When you record a loss on a passive activity, only passive activity profits can have their deductions offset instead of the income as a whole. It would be prudent to ensure that all your passive activities were classified that way, in order to make the most of the tax deduction. These deductions are allocated for the next tax year and are applied in a reasonable manner that takes into account the next year’s earnings or losses.

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When money is loaned to a partnership or an S-corporation acting as a pass-through entity (essentially, a business that is designed to reduce the effects of double taxation) by that entity’s owner, the interest income on that loan to the portfolio income can qualify as passive income. According to the IRS, “Certain self-charged interest income or deductions may be treated as passive activity gross income or passive activity deductions if the loan proceeds are used in a passive activity.”
I have rented out my basement in the past and have been a ‘landlord-ess’.  In general, the tenants I had were pretty good and we collected $1200 a month for the basement suite.  It can be kind of fun if you are handy.  If you have a bad tenant though, things can get bad really quick.  You also can’t be too ‘nice’ or want to try and be your tenants’ ‘friend’ because otherwise, they may take advantage of your kindness.

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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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