I was 35, 11 years into my career and three years with my current employer, when I realized I hated my job. I still loved magazine writing, but watching colleagues cut the corporate cord—either by choice or economic necessity—and thrive as freelancers planted a seed. Stuck in traffic on my commute or zoning out in meetings, I daydreamed about striding into my boss's office, declaring 'I'm quitting,' and sauntering out like a rockstar into self-boss freedom.
Related: What to do if you hate your job
Yet beyond that fantasy elevator ride lay uncertainty that kept me glued to my desk. Quitting isn't a whim—it's a calculated leap. You must be mentally prepared to leave the safety of the herd and realistically assess what's ahead.
First, pinpoint why you're unhappy and if ditching full-time work fixes it. 'People fixate on assumptions about careers,' says Priscilla Claman, life coach and president of Career Strategies. 'Like, "I should be a director now" or "I should earn more." They overlook: Is this right for me? Is this what I truly want?' Seek roles aligning your strengths and skills—then work feels effortless.
I cherished my colleagues, boss, and company values. It wasn't pay or title; I craved control—writing on my passions, not assignments. My calling had turned into drudgery.
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Next, evaluate external realities, starting close: family finances, health insurance? Economic climate? Lined-up clients? 'Starting a business means a ramp-up period,' Claman notes. 'Marketing your skills yields no quick wins—expect months.' Begin with your best client: your employer. Propose part-time, consulting, or contributor roles for a stable base.
No one jumps fully prepared. I never voiced my fantasy quit—instead, my growing discontent impacted performance, leading to a gentle layoff. Gratefully, my boss valued my track record and offered part-time freelance. My wife's stable job covered benefits for our two daughters; she saw my misery and urged the leap. Three years full-time freelancing later, I earn more than ever, immersed in fulfilling work I cherish.
No more elevator dreams.
Related: How to find meaning in your work
This article originally appeared in the Fall 2018 issue of LadiesBelle I/O magazine.
