Should I quit my job to start a new business?

I’ve often wondered what would have happened if I quit my job sooner to start my new business. If you’ve read my blog’s About Me page, you know that I hung on to my day job for a couple of years as a way avoid going massively into debt and to hedge some of the risk associated with starting a new business.

I don’t think there’s one simple or correct answer to the question of whether you should quit your job to start a new business venture. It really depends on your financial and life circumstances at the time.

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Why starting a company with an “exit strategy” is risky and may prevent you from getting rich

Early on in my entrepreneurial journey, a lot of my friends asked me, “What’s your exit strategy?” and “When do you plan on selling your business?”

To be honest, I never thought about an “exit strategy” because my goal was to create a profitable and sustainable business that would enable me to become financially independent. In hindsight, the fact that I didn’t focus on an “exit strategy” was one of the reasons I was able to accomplish my financial goals.

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One simple trick to getting your new business started

If you’re a regular reader, you know that I harp a lot on the fact that most would-be entrepreneurs never even get started. My intent is not to be overly critical or negative, but to reinforce the point that for every real entrepreneur, there are dozens of aspiring entrepreneurs who never even take the first step.

Taking that first step is arguably the hardest hurdle you will have to clear as an entrepreneur. I understand all too well that doing so is easier said than done. However, I’ve discovered one simple trick to overcoming your fear, anxiety,  and complacency.

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How much do you really have to work to get rich and retire early?

One of the most frequent questions I get from friends and family is, “How much, and how hard, did you have to work to get rich and retire early?” I won’t sugarcoat this. The simple answer is, a lot. And very hard.

However, the truth is a little more nuanced than that. On the one hand, you will need to work more and harder than you ever did at your day job. On the other hand, you will be far more motivated and passionate about your own business than you ever were about working for someone else or for a corporation.

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If I can do it, so can you: How I turned a $1,000 business started in my one bedroom apartment to a $7 million business in 10 years

Why it’s so hard to leave the rat race

The year was 2002, just a year after the infamous dot-com crash. I was nearing 30 years of age. I was toiling away at my desk job, going through the motions, and more than mildly discontent.

It was an okay job, the money was decent, and I was making a dent in my student loans, but another 30-plus years of the grinding, soul-sucking rat-race was a bleak and depressing prospect. And, even if I sucked it up and endured it for three to four more decades, a comfortable retirement would be far from certain.

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