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Ask Molly: Should I trade security for cash?

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By Jun 29,2017  1

Dear Molly,

One of my clients has offered me a full-time position. I’ve been happily working on my own for over 6 years now, and the offer is significantly less than what I make on my own. That said, the promise of security and not chasing invoices is appealing. How would you weigh the opportunity?

Debating a “real” job

Dear Debating,

Assuming you’ve already weighed the cost of benefits like paid time off and health care, you know the dollars to dollars comparison, and you’re telling me you’re looking at a job that will pay significantly less you less than you make now?

Especially in this day and age, it’s funny to me that when companies try to hire entrepreneurs they appeal to the desire for job security and a steady paycheck.

If you’ve succeeded on your own for 6 years you probably have a decent portfolio and ways to drum up sales when needed. I would argue your ability to work with multiple clients gives you more job security than working for a company. I also have a hard time believing there is some supreme value knowing exactly the dollar amount you will receive every two weeks, especially if it is less than you make now.

My advice is to take the myth of “security” and the low-value proposition of a “steady paycheck” out of the question. What does the position afford you that you can’t do on your own? I know a lot of people who return to a “real job” because they felt isolated and wanted to work with a team. Others found greater opportunity because of the type of projects they were able to tackle with a team. This is the value you can weigh against a lower paycheck.

Dig in to what the actual work opportunity is and decide what feels right for you. The good news is you can’t really go wrong. If you’ve gone out on your own, you can do it again. Just make sure you’re making your move for the right reasons.


Ask Molly is my column where I answer your questions about the things that are keeping you from truly enjoying your work. I can’t help you with your personal life or your love life, but if you have questions about your work life, I’ve got you covered. Drop me a line below and ask me a question! – Molly

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1 Comment

  • Phil August 10, 2017 Reply

    If you leave your current business unattended or less attended, will it disappear, collapse or damage your reputation?

    If the new job sucks, how long will it take you to get back to where you were?

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