Why I’m Not Quitting My Day Job When My Net Worth Hits $100k

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3 min read

Over the years, I have noticed a few trends among people who have successfully quit their day job and built alternative income streams:

1. Building a reliable income stream outside of your day job takes years. From countless podcasts, books, and videos I have consumed, it seems that 30 months is the minimum amount of time it takes to build a reliable income stream through a side hustle or small business.

2. It’s easier to build a profitable business if you have steady income from a day job. It’s hard to focus on building a business that generates reliable income if you have constant anxiety about how you’ll pay the rent each month. By keeping a day job, you largely eliminate this anxiety.

3. The people most likely to build their own income stream from doing something they love are the ones who take a slow, methodical, mapped out approach. Conversely, the ones who blindly quit their day job to pursue their passion without a plan are the ones most likely to fail due to lack of financial resources.

All of these points would have seemed counter-intuitive to my 16-year-old self. I remember watching motivational videos on YouTube of people who said the real secret behind creating the life of your dreams is to go 100% all out and risk everything. But the more I read about people who actually built their own businesses, the more I saw that these people were actually risk-averse, patient, and realistic.

Recently I read Originals by Adam Grant. There was one section of the book that illustrated this exact point:

Entrepreneurs who kept their day jobs had 33 percent lower odds of failure than those who quit. If you’re risk averse and have some doubts about the feasibility of your ideas, it’s likely that your business will be built to last. If you’re a freewheeling gambler, your startup is far more fragile.

Like the Warby Parker crew, the entrepreneurs whose companies topped Fast Company’s recent most innovative lists typically stayed in their day jobs even after they launched. Former track star Phil Knight started selling running shoes out of the trunk of his car in 1964, yet kept working as an accountant until 1969.

After inventing the original Apple I computer, Steve Wozniak started the company with Steve Jobs in 1976 but continued working full time in his engineering job at Hewlett-Packard until 1977.

And although Google founders Larry Page and Sergey Brin figured out how to dramatically improve internet searches in 1996, they didn’t go on leave from their graduate studies at Stanford until 1998. “We almost didn’t start Google,” Page says, because we “were too worried about dropping out of our Ph.D. program.” In 1997, concerned that their fledgling search engine was distracting them from their research, they tried to sell Google for less than $2 million in cash and stock. Luckily for them, the potential buyer rejected the offer.

This habit of keeping one’s day job isn’t limited to successful entrepreneurs. Many influential creative minds have stayed in full-time employment or education even after earning income from major projects.

Selma director Ava DuVernay made her first three films while working in her day job as a publicist, only pursuing filmmaking full time after working at it for four years and winning multiple awards.

Brian May was in the middle of doctoral studies in astrophysics when he started playing guitar in a new band, but he didn’t drop out until several years later to go all in with Queen. Soon thereafter he wrote “We Will Rock You.”

Grammy winner John Legend released his first album in 2000 but kept working as a management consultant until 2002, preparing PowerPoint presentations by day while performing at night.

Thriller master Stephen King worked as a teacher, janitor, and gas station attendant for seven years after writing his first story, only quitting a year after his first novel, Carrie, was published.

Dilbert author Scott Adams worked at Pacific Bell for seven years after his first comic strip hit newspapers.

All of these wildly successful entrepreneurs took a risk-averse approach to building their businesses by keeping their day job even after their first major success. I plan on taking a page out of their playbook by taking a slower approach to building my own income streams outside of my 9-5 job as well.

For many months I debated in my head “should I quit my day job once I have $25k, $50k, or $100k in savings?” Now, with almost $100k in savings, I have decided to stick around at my day job for at least one more year.

Although my blogging, tutoring, and dividend income covered all of my expenses last month, I’d like to build up my net worth closer to $200k and work on creating a couple different products that could help me bring in more income outside of my day job. Earning $1,000+ in a month through my own income streams is great, but I’d feel more financially comfortable if that number was closer to $3,000.

So, over the next 12 months I’ll continue to grow the blog, increase my dividend income, and experiment with creating my own products. As my net worth grows and my monthly income expands, I expect to be in a financial position very soon where I feel more comfortable with quitting my day job.


My favorite free financial tool I use is Personal Capital. I use it to track my net worth, manage my spending, and keep an eye on my monthly cash flow. It only takes a few minutes to set up and it makes tracking your finances simple and easy. I recommend trying it out.

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11 Replies to “Why I’m Not Quitting My Day Job When My Net Worth Hits $100k”

  1. Excellently thought out and explained! 🙂

    I’ve been working an active side hustle (teaching in the evenings, after my 8-5 desk job) for five years, and I have seen my “career capital” in that field grow alongside my earnings. And I’ve just started a blog this year, with the hopes of creating a second (non-office) income stream in time. Yes, working 40 hours, plus teaching hours, plus blog stuff is a lot… but since both extra-curricular activities (teaching and writing) are things I truly enjoy, it’s not bad to hang in there, and throw more capital into investments. 🙂

    It’s nice to hear all the success stories you cited. As you say, those motivational “go all in!” videos can be compelling at times… but slow and steady is more likely to succeed in the long run.

    Thanks for all your insight! 🙂

    1. I think you touched on an important point – when your side hustles/extra work after your 9-5 involve things you enjoy doing, it makes it feel less like work. I have found the same to be true of blogging. I don’t mind spending a few hours each day working on the blog because it doesn’t feel like work at all. It’s purely something I do for enjoyment. Best of luck on your own journey and thanks for the kind words 🙂

  2. I remember when I went 100% into personal training, and realized how unhappy I was with my financial situation because I was not prepared. I am not working a day job, doing personal training on the side, and starting a blog. So I def understand and agree. I am way happier now that I did that and can reach FI even faster because I have 2 streams of income.

    1. That’s fascinating. I read a similar story in “So Good They Can’t Ignore You” by Cal Newport where he shared how one woman quit her job to start a yoga studio and failed in under one year because she didn’t have the necessary skills or financial means. I also like how you mentioned that you’re doing personal training and blogging on the side outside of your day job. That way, if either of those avenues don’t work out for you you’re still fine financially. Thanks for sharing your story 🙂

  3. Your 16 year old self sounds like myself until I was 24 haha. Interestingly, ~$200K is also the net worth number that I see as the one where I can start taking more chances on side hustles/passion projects and reducing my overtime at primary jobs to build my portfolio. $200K seems to be a safe number which can guarantee a 7 figure net worth after a number of years without too much annual addition.

    Great examples of successful individuals who also took this strategic approach of maintaining a day job.

    Colby

  4. Love those quotes and examples of other entrepreneurs taking a more risk adverse path. This sounds like a great plan for you to be able to continue building your net worth every month and investing heavily to build up your financial runway.

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