Anthony, nice setup! To your question about the rental mortgages, you haven’t said what interest rate you are paying. As a start, if you are paying more than the risk free rate (Treasury bills) which you probably are, then a true apples to apples comparison would be yes, pay off the mortgage. But, if you are comfortable taking more risk, you have other options to invest in which you *hope* will yield you more over the coming years. You also didn’t say whether the rentals generate net income and if so, how much? What is the implied rate of return on the equity you have invested in them? If you pay the mortgages off, you’ll have even more equity tied up, will the extra net income make that worthwhile? Maybe you should use the money to buy more rentals instead, if purchase opportunities still exist in your town. … this is less of an answer than a framework to analyze the decision, hope it is helpful.
This is perhaps one of the most talked about methods of earning a passive income. Essentially, you advertise for others through inserting a link in forums, through social media, and of course through your own site. There are several software packages available for purchase, including Google Adsense, Bing, and Yahoo.  These types of ads can be used to attract consumers of a particular gender, age, and individual interests.
stREITwise offers a hybrid investment between traditional REIT fund investing and the new crowdfunding. The fund is like a real estate investment trust in that it holds a collection of properties but more like crowdfunding in its management. The fund has paid a 10% annualized return since inception and is a great way to diversify your real estate exposure.

I prefer assets that make me a high return for the lowest amount of work possible (semi-passive involvement). And assets that pay me in several unique ways. Cash flow is only one way RE makes money for me. I also get principal reductions, appreciation, tax advantages (depreciation), and I control the rental increases on a yearly basis. Plus a majority of the capital is provided by the secondary market on 30 year fixed low interest rate debt.
And, as your self-esteem improves, you will become more and more passionate about your new business. This will show in your work and will be evident to your new clients, your content marketing, personal or company branding and more. Six figure income earners already have this confidence and thereby, continue to make more and more money. We often say, “the rich get richer and the poor get poorer” but, why do you think that is? The rich are willing to not let fear stop them, think a bit outside the box and take that risk.
According to Uncle Sam, you need to be "materially involved" in an enterprise to earn active income. With passive income, it's just the opposite, as the IRS deems you to be earning passive income if you're not materially involved with a profit-making enterprise. By and large, expect income to be taxable if you are engaged in a passive income enterprise. You will need to report earnings to the IRS.
However, with passive income, there is not a direct connection to time involved. Once the original work is completed, the income continues to come in as long as demand for the product or service exists. Each time a song is downloaded, the musician receives money as a passive income. They did not have to record the song again or do additional work for each download, yet they are paid for their original work.

Buy a small business: A local small business, like a car wash or a laundromat, is a great way to put money down on a money-making venture. Automate it so you don't have to be on the premises unless you're collecting money. Go into a local business with your eyes wide open - study the books, especially on income and expenses, and examine water and utility bills if your venture will be open 24 hours.
This is a touchy subject amongst some groups, but I want to share my take on it. I have been involved full time in the home business industry for 10+ years. Some of that time has been spent in MLM where the idea of working 3-5 years and creating a walk away residual income is promoted and sold. I have been very fortunate to have tremendous success in that arena, working in that type of compensation model for 7 of my 10 years. During that time frame I’ve had enough time to see trends and see that this promotion of walk away income doesn’t exist.
The challenge I’m facing and, I know it’s a good problem, is that the SF real estate has shot up about 35% in the last couple years. I’m sure you’re experiencing the same thing! So as the net worth is rising, the yield on the total portfolio is going down. Right now, it seems the only way to increase the passive income will be to raise the rent in December and to invest some of that cash in stocks, which I’m nervous to do in this market. Current allocation:

The clarified order then divided Brad’s commissions into three separate categories. The first category represented the specific members and brokers that made up Brad and Karen’s downline as of their date of divorce. The second represented those new members and brokers that Brad had earned on his own after the date of divorce. The third consisted of new members and brokers that were earned by the brokers within the first category after the date of divorce.

In June, he put ads on his site with Google Adsense, and within the first hour, earned $1.08 with three clicks. He earned $5 the first day, $7 the second, and then eventually began pulling in $15-$30 a day. In October, he created an ebook exam study guide priced at $19.99. By month’s end, he earned $7,906.55 — more than he had ever previously earned in a month.
Residual income is money that is earned on a recurring basis, typically as the result of a single original action. Rather than earning an hourly wage, residual income is typically generated through an initial investment of time or money with the goal of earning continuous payments. Once the initial investment, product, or service is made, the ongoing income that is earned is generally passive in nature.
Personal residual income, often called discretionary income, is the amount of income or salary left over after debt payments, like car loans and mortgages, have been paid each month. For example, Jim’s take-home pay is $3,000 a month. His mortgage payment, home equity loan, and car loan are the following respective: $1,000, $250, and $200. Using a residual income calculator, Jim would calculate his RI to be $1,550 a month. This is the amount of money he has left over after his monthly debt payments are make that he can put into savings or use to purchase new assets.
That income is considered residual income because as long as the apartment is rented and the rent is collected, the income is earned without additional effort. The effort came when the property was purchased and a tenant was found. Each month after that, the money automatically is paid without buying the apartment again or finding the same tenant each month.
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