As an struggling young Engineer (back in the Carter era) I bought anything I could renovate then rent to justify paying the 18% interest. I never took vacations but worked on my properties all in the pursuit of passive income. I drove junk for many years & many months I just got by on credit cards. My friends & colleagues were amused by my ‘stupidity’ but most are still working to make enough for retirement.
This is mostly passive once you have it all set up, but it does take a lot of work at the beginning. Real estate investing also requires occasional maintenance. Currently, we invest in a couple of rental properties and earn about $500 profit from each per month. You can read more about my rental properties at How and Why I Became a Landlord.
I’m looking at accepting a professor job. It’ll be more than a 50% pay cut. But I’ll have the same life you describe – endless summers and an entire month every winter to ski. I’m thinking in the end, eventually, I might even end up wealthier in more ways than one. Happy people tend to be the most successful. I have no desire to diversify. Dividend stocks allude me. CDs seem like a good choice for older people, but I have time on my hands and real estate knowledge, so I’m sticking with what I know, despite the fact that most people will tell me it is foolish and I should diversify.
India has one of the fastest growing service sectors in the world with an annual growth rate above 9% since 2001, which contributed to 57% of GDP in 2012–13.[42] India has become a major exporter of IT services, Business Process Outsourcing (BPO) services, and software services with $154 billion revenue in FY 2017.[43][42] This is the fastest-growing part of the economy.[44] The IT industry continues to be the largest private-sector employer in India.[45][46] India is the third-largest start-up hub in the world with over 3,100 technology start-ups in 2014–15.[47] The agricultural sector is the largest employer in India's economy but contributes to a declining share of its GDP (17% in 2013–14). India ranks second worldwide in farm output.[48] The industry (manufacturing) sector has held a steady share of its economic contribution (26% of GDP in 2013–14).[49] The Indian automobile industry is one of the largest in the world with an annual production of 21.48 million vehicles (mostly two and three-wheelers) in 2013–14.[50] India had $600 billion worth of retail market in 2015 and one of world's fastest growing e-commerce markets.[51][52]
You must sacrifice the pleasures of today for the freedom you will earn tomorrow. In my 20s, I shared a studio with my best friend from high school and drove beater cars worth less than 10% of my annual gross income. I'd stay until after 7:30 p.m. at work in order to eat the free cafeteria food. International vacations were replaced with staycations since work already sent me overseas two to four times a year. Clothes were bought at thrift shops, of course.
While it is important to find something that you love to do and turn it into a money making business, you do have to be cognizant of the return as you pointed out. There are many opportunities that I found and tried out that at the time seemed great. But when I took a step back, I realized that I was working a lot for very little income whereas other things I love doing brought in much more money.
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Investing in coins and collectibles: Buffalo nickels and Spiderman comic books are good examples of coins and collectibles that can rise in value, and thus offer opportunity for passive income investors. You'll need to get up to speed on the value of any coin or collectible under consideration, but once you do so, you're on the way to price appreciation on a commodity you'll be paying a lower price to buy, and will garner a higher price when you sell.
If you happen to own a home, apartment, or office space, you have a great source for generating passive income at your fingertips. Peer-to-peer property rental site Airbnb has made it extremely easy for real estate owners to make extra money by renting out their homes to guests for short durations. If you're uncomfortable with such a model, you can also use sites like NestAway to find tenants for your property without having to deal with brokers.
Remember, a successful business solves people’s problems. At first, you’re going to have to do the legwork and put in the time. But it’s about building something now so you can reap the benefits later, with the help of software, tools, automation, and people you hire. In this way, you can then turn this business that solves people’s problems into something that generates passive income for you!
Purchasing a rental property is another common way that individual generate an income stream.  It is very similar to investing, in that you take a sum of money to purchase the property, and the property returns a cash flow – rent.  You do have expenses related to this that are different from investing, such as a mortgage, utilities, property taxes, etc, which all must be taken into consideration when calculating a return on rental property.
India became the tenth-largest insurance market in the world in 2013, rising from 15th in 2011.[217][218] At a total market size of US$66.4 billion in 2013, it remains small compared to world's major economies, and the Indian insurance market accounts for 2% of the world's insurance business. India's life and non-life insurance industry has been growing at 20%, and double-digit growth is expected to continue through 2021.[219] The market retains about 360 million active life-insurance policies, the most in the world.[219] Of the 52 insurance companies in India, 24 are active in life-insurance business. The life-insurance industry is projected to increase at double-digit CAGR through 2019, reaching US$1 trillion annual notional values by 2021.[219]

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How do you do this?  Well, try to get the highest paying job you can!  Ask for a raise!  Utilize services, such as, to see how your salary competes with others in your same job.  Some companies really force employees to leave to get a raise, and then come back for another raise.   This industry jumping promotional strategy is very common and could work.

Hannah UnplannedFinance That’s a good way of putting it, Hannah. I would say it’s better to get into the investing game before an emergency comes up, of course, so that your investment income is a bit more stable (hopefully). They’re good parts to include in your whole plan, which should be a balanced one. I was coming at this from more of a “how to prepare” perspective.
I also like the distinctions you make about the illusion of influence. I have control over most of my investments (real estate related) and have 10% in passive index funds. But I think as I continue to diversify, I like putting it into the two buckets of (1) I control (2) no control (stock market). I like that clarity. The illusion of control does add stress and hassle that detract from enjoying your life. Not worth extra returns to me.
It is hard to do both but you’re not supposed to. You’re supposed to get your safety net down THEN try to do high wire acrobatics above it – not set up the two at the same time. So get retirement and your emergency fund squared away, then consider the stock market (taxable) and real estate. There’s no rush! Don’t let others dictate your future because they don’t have the same priorities as you. 🙂
I’m on board with having more than one source of income, but I definitely want to make my “extra” income as passive as possible. I don’t want to end up pushing myself to always earn more, more, more and never enjoy the life I have. Having said that, it’s nice to have the security blanket. My blog doesn’t earn much, but I also know it could earn more if I really needed it to. It also helps to l
Education is one sector which is totally immune from recession. I wrote an article on education sector Education – Problem or Solution There are many opportunities in education sector to earn Second Income. You can work part time or during weekends. Like foreign countries, in India also there is a demand for online tutors. You can earn handsomely as an online Tutor.
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.
An obvious example is over exposure to bank stocks, which have been excellent investments for over a century.  Though a foundation of most portfolios, bank stocks do involve more risk at certain stages of the economic cycle than many realise.  Being less exposed to bank shares in the last few months could have preserved some capital.  So, a more diversified approach can help mitigate some of these risks.