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Tag Archives: freedom of self employment

Considering Self Employment? Here’s What You Need to Know

self employment

Last week I introduced myself and told you a little bit about me, including why I decided to quit my job and become self employed even though I still had a lot of debt and little in savings. It was a risky move to be sure. But in the comments a reader named George told me that he made an even riskier move (in my opinion) by quitting his job without an exact plan or any revenue coming in. He also asked some follow up questions about my decision to become self employed. Here’s what he said: Similar to you, I quit my job to pursue my own business about a year ago. However I quit before I had any revenue coming in. There are times when I wonder if I left too early. I’d love to hear your thoughts on how people can evaluate what the right time is to leave the full-time job. How did you know when it was right for you? Was it when you had enough side income to cover your daily expenses? Were there other non-monetary factors? Would you quit without an idea of what you want to pursue (like people who travel the world while ...

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Leave My Job or Work Full Time?

freedom of self employment

I have a confession. As much as I say that I’m in favor of testing new waters and stepping outside my comfort zone, I’ve grown content with my current work situation. Aside from being independently wealthy, most ways to produce income aren’t perfect, but I have a pretty sweet setup. I work in three different optometry settings, two private, one government, and have lots of flexibility. While I average three office days per week, I do have the ability to take several weeks off in a row or take on extra days if I want to make more money. In all honesty, I would have probably kept the status quo until I was ready to leave the game for good. Life somehow has a way of tossing monkey wrenches into the best laid plans, and I’m afraid that’s my dilemma recently after I found out that my government job is going to be turned into a full time position. Now I’m faced with the choice to leave my job or work full time. Doesn’t Everyone Want a Sweet Government Job? This is not a completely negative development. Turning a 1099 contract position into a full time job with government benefits ...

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