What a great plan to keep your condo empty of tenants but full of furniture! You will have so many options for family related use in the future: 1) hosting out of town family visitors long or short term, 2) relocating parents to live close by if the need be (assuming you don’t relocate to Hawaii), and 3) having a place for your offspring to live semi-independently. You can probably think of many other options also. At your income level (passive and active) who needs the increased tax liability and headaches / hassles / work effort required to generate a positive cash flow? Better to spend that life energy playing in the snow with your son!
One great way to generate a passive income is through affiliate marketing. Now, this does depend on the size of your list. Yes, size matters when it comes to your list. Especially if you're looking to make some serious money and do it on autopilot. But, list-building takes time. It doesn't happen overnight. And you need to add value to your list or you become obsolete.
While it sounds like an ideal income stream, there are more specific benefits of residual income. For instance, unlike a salary, someone does not need to remain tied to the same location in order to earn income. He can move halfway around the world and still make the same residual income as he would if he stayed in the same location as his business.
If you can max out your 401k or max out your IRA and then save an additional 20%+ of your after-tax, after-retirement contribution, good things really start to happen. If one is looking for earlier financial independence, such as retiring in their 40s or early 50s, it may be a good idea to skew towards more after-tax savings and investments given one has to wait until 59.5 to withdraw from their 401k or IRA penalty-free.
2. Hobby income - Almost everyone has a hobby or an interest - art, cooking, fabrics, designing, books, photography, interest in History or coaching and training. The list is endless. You can use your hobby to generate income and cash-flow. I know many individuals who do this. There is a highly educated person I know who teaches on week-ends for joy and money. One man paints and sells paintings to sustain his art hobby. Another does historical tours. Indulge in your hobby and make it pay. Who knows, it may become your second career!
The residual income approach offers both positives and negatives when compared to the more often used dividend discount and DCF methods. On the plus side, residual income models make use of data readily available from a firm's financial statements and can be used well with firms who do not pay dividends or do not generate positive free cash flow. Most importantly, as we discussed earlier, residual income models look at the economic profitability of a firm rather than just its accounting profitability. The biggest drawback of the residual income method is the fact that it relies so heavily on forward-looking estimates of a firm's financial statements, leaving forecasts vulnerable to psychological biases or historic misrepresentation of a firms financial statements.

Residual income is calculated as net income less a charge for the cost of capital. The charge is known as the equity charge and is calculated as the value of equity capital multiplied by the cost of equity or the required rate of return on equity. Given the opportunity cost of equity, a company can have positive net income but negative residual income.
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