In college I earned a good amount of money by flipping our car.  I took the old beat up piece of junk car we already owned and listed it on Craigslist for about $800 more than I thought it was worth.  It took a while to sell at the higher price, but it eventually did!  Then I bought another car with the additional $800.  I flipped my car about 4 times per year (my state only allows 5 sales per year before you have to be a dealer) and each time rolled the earnings into a new car.  Eventually we had a much better car and it hadn’t cost us a dime.
We are going to start with 1.5 years of all spending needs in cash. We will draw 1800 to 1900 per month. We will add to this from the index funds by taking a portion of the gains in good years to supplement. This is the total return portion of the equation. Obviously, if stocks decrease drastically over a 5 year period, then I would have to reload by selling some of the ETF holdings.

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.
Buy and sell domain names. If you’re good at finding popular yet undiscovered domain names, you can make some cash on the side by buying and reselling websites. Think of it as digital real estate speculation. Domains are available on GoDaddy.com for as little as $2.99 per year, but are sometimes resold at far higher prices: According to Business Insider, the site MM.com sold for $1.2 million dollars in 2014. Once you find the perfect domain name to resell, you can market it on Flippa.com for a flat fee.
"Look internally: How can you monetize the skills you have currently?" asks Alison Sullivan, a Glassdoor career trends expert based in San Francisco. For example, copy-editing skills, web design know-how or coding knowledge may be valuable to a business or individual. Or you could shop out your managerial skills as a virtual assistant. Consider searching for freelance jobs through sites such as Upwork, Glassdoor or Remote.co. Fiverr is another popular option for freelancers, although experts caution that international workers can create stiff pricing competition.

Truebill is an app that helps you save money by identifying recurring subscriptions and other bills and helping you cut costs by negotiating better rates and fees. One of their partnerships is with Acradia Power, which has the potential to save you up to 30% on your electric bill. It searches for better power rates in areas where competition is allowed, and it locks in the better prices for you.

These are sites that post short tasks that pay per piece. These tasks may involve anything and everything, including data entry, writing, tagging, surveys, and more. Most don't pay much per piece, but the key to earning substantial extra money with them is getting fast at the tasks you do accept. Below are a few sites to consider trying that pay for short tasks:
With just a few paint and stencil supplies you could walk the neighborhoods with curbs and solicit your curb number painting services. Obviously, you need to be somewhat handy with a can of spray paint and stencils, otherwise, you might have people coming after you if you mess up their curb. That said, there is a business for this as people are out there making it happen.
This is a venture that is growing rapidly. You can create videos in just about any area that you like — music, tutorials, opinions, comedy, movie reviews — anything you want . . . then put them on YouTube. You can then attach Google AdSense to the videos, which will overlay your videos with automatic ads. When viewers click on those ads, you will earn money from AdSense.
And while you're at it, why not help name the business itself? Believe it or not, you can make money by submitting business name ideas. There's a company called Squadhelp that bridges creative minds all over the world with business owners, to come up with the best name possible. PT Money hasn't tried the the product ourselves, but apparently there's a decent chunk of change to be made! Check out Squadhelp

Manage social media for businesses. If you have a knack for social media, you could potentially get paid to manage various platforms for others. Many businesses are too busy running day-to-day operations to stay on top of their Facebook, Twitter, and Pinterest accounts – and will pay someone with the knowledge and time to do it for them. To find these jobs, ask local businesses and check sites like UpWork.com and Problogger.net.
If you’re willing to take on some risk and have the heart of a true hustler, you can make extra money online doing commission-only sales for startups and other businesses. While you won’t be getting a regular salary, with the right sales strategies and skills as an inside sales rep, you can make decent money for each sale you bring in. And because you’ll most likely be working with startups, if you can negotiate a little equity you could profit big time if you're pitching a solid product and the startup succeeds.
Video is growing like crazy. And more and more people are looking for professional help cutting their raw footage into viral-worthy content. If you have the right software and a bit of skill, you can easily make money online as a video editor. Check out these article of Fstoppers on how to become an online video editor and then look for relevant jobs on Mandy.com, Creative Cow Job Search, or ProductionHub.
The biggest surprise is real estate being second to last on my Passive Income Ranking List because I’ve written that real estate is my favorite investment class to build wealth. Physical real estate doesn’t stack up well against the other passive income sources due to the lack of liquidity and constant maintenance of tenants and property. The returns can be huge due to rising rental income AND principal over time, much like dividend investing. If you are a “proactive passive income earner” like myself, then real estate is great.
22. Advertising – This is definitely the most old-school way of earning money with a blog. It’s also starting to become the least common way. You can sell advertising spots directly on your site or you can sign up with a company like Google AdSense or Media.net. Either way, you won’t see a whole lot of money from ads until your views are well into the thousands each day.

As for other tips, all I can say is “a penny saved is a penny earned”. If you are running out of ideas to make money, start saving. Some quick “low hanging fruit” tips to save some quick cash include – switch to MetroPCS or Boost for cellphone (I only pay $20/month), switch auto insurance to Insurance Panda ($25/month), and start using GasBuddy (saves me like $100/month at least. I drive a lot).
#9 Military pension/VA disability. Obviously requires a lot of front end effort in your 20s and/or 30s depending on length of service however once out and receiving it is totally passive with cost of living adjustment included most years. It has changed somewhat with new “blended retirement” plan but even those not staying past first or second enlistments often will get some VA rating. My wife got it on both ends of her service as the Navy paid for med school and then she was rated by VA after seven years active duty.
Now, I know what you’re thinking. Most of the software and apps you use on a regular basis are made by massive companies or established development studios. Well, yes. But many successful apps, particularly those in the Apple and Google stores, are created and marketed by individuals and small businesses. In fact, independent developers made $20 billion in the App Store in 2016 alone.

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