4 Questions You Must Answer About Ditching Your 9 to 5 | Inc.com

I left the “security” of the 9-5 job world back in 2007. At that time, I was three years out of college and had a good job by other people’s standards, but found myself very unhappy. The people I worked with were fine. The work I was doing was fine. Everything was pretty much fine.

But I didn’t want fine.

In 2007, I took the leap from a normal job to co-found my first company. How I eventually talked myself into leaping came after answering a few questions:

If I stayed at the 9-5 job, what was the best case scenario?

I’d climb the fickle corporate ladder. I’d see incremental financial increases. Different words would be embossed on my business cards which only meant more responsibility and stress. I’d probably never be truly happy.

If I stayed at the 9-5 job, what was the worst case scenario?

I’d either work there for the next 30 years and be miserable or at some point I’d be let go, I’d have no income, I’d be scared, and I’d find some other mediocre 9-5 job. I’d definitely be unhappy.

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