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:
While Etsy is fantastic for handmade goods that you’ve already created, if you’ve got killer designs that would look good on phone cases, t-shirts, or even wall hangings, pillows, and duvets, you can sell them on Society6 without paying anything to start. Society6 lets artists upload their designs and create their own shops where they choose what products their designs can be used on. That means one design can be used to make a whole range of awesome products that are printed and shipped on demand whenever someone buys from you. With top creators making thousands every month just from selling their designs.
If you’re good with Photoshop and can work quickly you might make some decent cash with this online business. Are you a graphic designer or do you have some artistic talents that you know others are looking for? Why not make extra money for your bottom line by designing logos or other graphics for people's websites, for their newsletters or for other print applications?
 @dasjung No doubt! I know this and you know this, and any other highly skilled and educated designer will also know this. But what about the customers? The people who are looking for a logo design with much consideration of price in this economy.  Knowledge and talent expect the monetary reimbursement it deserves, but unless everybody has a trained eye to recognize it, they just aren’t going to dish out the money for it. That is the point I am trying to make. It is like calling the neighborhood handyman instead of  a high cost plumber to fix a small leak.
The age old argument of total return versus income has been, incorrectly imo, categorized as an either or proposition. We are going to do both. Right now I have a lot cash in an on line money market. I also have investments in 2 passive Index funds in a taxable account. We then have substantial 401ks/IRA’s which we won’t touch for at least 10 years. My wife will continue to max out her sep and we will continue to invest in the index funds although with a smaller amount. We have already factored that in. I looked at how to cut into the monthly deficit. Here is what I observed.
In today’s world, everyone is looking for data.  Companies are spending a fortune to learn what things matter to consumers and what things don’t.  The benefits of this “big data” enlightenment are numerous.  Companies can now design products that meet your needs better than ever before.  Hotel chains are designing hotels with your preferences in mind so you don’t have to pay for features you don’t care about.  One big benefit for you is that research companies are dying to know what you think, and they’re wiling to pay you to find out.
If you have nice items like cameras and other A/V items, musical instruments, drones, and even toys and other children's items, you can list it online for rent. One of the best places to do this is a funky site called Fat Llama. People are reporting to have made over $1,000 renting out equipment on this platform. Plus, if you sign up using this link, Fat Llama will give you a $20 credit! Get $20 credit with Fat Llama.

If you’ve got experience and expertise in a specific area of business, there are hundreds if not thousands of business owners who would love to jump on a phone call and pick your brain. This can be an easy way to make extra money online and to hone your skills to use in your consulting or freelance business. Sites like Clarity.fm let you create a profile where entrepreneurs and business owners can pre-pay to book a phone call with you for a set amount of time. Whether you’re an expert in raising money for startups, building apps, or running a restaurant, you can make extra money selling a few minutes of your time to people in need.
Next, you need to set up and build your YouTube channel. Your YouTube channel is your homebase for all your content. If you already have a Google account for Gmail or Google Drive, then you can use that to log-in to YouTube and start setting up your channel. Pick a username that works for you and is memorable (if you’re using an existing Google account you’ll have to edit your username in Google+).
I started my little photography blog 5 years ago while I was a law student.  I could never have dreamed it would become a full-time job (yes, I did become a lawyer but I started earning far more from my blog than I could have as an attorney, so I don’t practice law anymore).  I recorded a 35-minute audio podcast with my wife about how exactly we got started that you can listen to here.  I’ve gotten tons of emails from readers who have told me they really appreciated that episode.
If you need cash flow, and the dividend doesn’t meet your needs, sell a little appreciated stock. (or keep a CD ladder rolling and leave your stock alone). At the risk of repeating myself, whether you take cash out of your portfolio in the form of “rent”, dividend, interest, cap gain, laddered CD…., etc. The arithmetic doesn’t change. You are still taking cash out of your portfolio. I’m just pointing out that we shouldn’t let the tail wag the dog. IOW, the primary goal is to grow the long term value of your portfolio, after tax. Period. All other goals are secondary.
Considering that you have a finite amount of time, passive income should make up a large part of your work. If you're serious about generating any semblance of income online, then passive income should be one of your sole goals and ambitions. Why? Wouldn't you prefer to do the work one time and get paid repeatedly as opposed to relying on your time to generate that income? Invest the time at the front-end so that you can reap the benefits on the back-end. This means putting in a bit of sweat equity and not getting paid today. Rather, you'll get paid somewhere down the road. And you'll continue getting paid whether you keep building that passive income stream or you stop. 
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