I think if you have the drive to become an entrepreneur, you will. My experience, really quickly, is: Intern programmer, two years college, two years working, one year entrepreneur, at my current job for three years. I spent one year doing freelance consulting and development, and it was a blast. I had fun, but didn&#x27;t make quite enough money to live on, and found a job I was happy with. I freelance on the side now. But I&#x27;d do it full-time again in a heartbeat if I could save up some money and line up some steady monthly work. I don&#x27;t think starting your own business is everyone&#x27;s plan. From how you&#x27;re presenting things, I personally think it&#x27;s very likely that you will leave the &quot;comfort zone&quot; you mentioned. My reasoning: It won&#x27;t be your comfort zone. I&#x27;ve never felt comfortable just doing a 40-hour week, and I think that underlying entrepreneurial spirit keeps me from being comfortable with the mediocre and ordinary (which my job isn&#x27;t).<p>I also hang out with a couple people that bootstrapped their own product&#x2F;service while working a full-time development job and they now run successful businesses by themselves, after running it &quot;on the side&quot; for 1-2 years.