Is it Time to Quit the Day Job to Write Full Time?

Most artists have dreamed of turning their back on the workaday world and throwing their entire being into their writing or singing or painting or . . . well, you get it. How do you know when it’s time (or if it’s okay) to pull the trigger on a job—or, in my case, on a 35-year career? (I am/was a safety engineer by training and degree, with a special emphasis on explosives, hazardous materials, firefighting and various metals processing operations.)

As a rule, I discourage people from making the jump to full-time writing unless they have a financial backstop—a working spouse, perhaps, with a dependable income stream and employer-paid insurance. I for sure discourage people who have never published a book, or who perhaps have published only one or two okay-performers from making the leap.

Full disclosure: I’m a planner and a risk avoider. I don’t roll the dice on important stuff.

In my world view, you always take care of family first. The baby’s got to have food and diapers, the teenagers have to have as good a shot at a great launch as you can give them. My own experience shows that writing success can be achieved just as well as a part-time endeavor as it can be from a full-time commitment. For me, it played out like this:

Books 1 & 2: Written part time, while working 60 to 80 hours a week.

Books 3, 4 & 5: Written full-time, but supplemented by income from screenplays and insurance paid for by the Writers Guild of America.

Books 6 thru 14: Written while working a day job that required nearly 200 nights of travel per year.

Books 15 & 16: Written full-time.

If you’ve got a passion for writing, you’ll find a way to make it work, one way or another. In the vast pantheon of people who tell stories on the page, relatively few of them do so full time. And of those who do, my experience shows that they have a working spouse, or have retired and have an additional source of income. In my own case, I spent 20 years investing and saving for this moment, to the point that if the book market crashes, we’ll still make ends meet.

So, how do you know if you’re ready for the switch to full-time writing? Well, obviously mileage will vary, but here are a few questions to ask yourself.

Can you afford it?

Only you know what your lifestyle needs are, and how much cash flow you require to support it. Only you know how much risk you’re willing to take, and what sacrifices you’re willing to make. But here are some realities to consider (We’ll assume that you’re married without dependent children, you’re a 50-year-old sole bread-winner making $100,000 per year from writing alone, and that you live in Fairfax, Virginia):

  1. 15% comes off the top for agent commissions, leaving you with $85K in taxable income.
  2. The $85K puts you in the 25% tax bracket, so $21,250 goes to Uncle Sam.
  3. Of the remaining $63,750, you’ll owe another $4,400 to Virginia.
  4. That brings us to $59,350.
  5. Now remember that since you’re self-employed, you need to cover both the employer and employee share of FICA, so that’s another 15% of taxable income, or $12,750, leaving you with $46,600 to pay bills.
  6. Don’t forget health insurance, which is far too moving a target to guess at a number, but plan on about $1,000 per month, provided you stay healthy.
  7. Of your $100,000, then, you’ve only got about $34,600 in truly discretionary income.

The killers here are the 7.5% employer’s share of FICA and the health insurance. For my wife and me, who are both healthy yet take some medications, our insured healthcare costs will approach $30,000 per year until we reach the age of 65.

If you’re on the edge of making the move to full-time artist, invest in both a good lawyer and a good accountant to discuss the advantages and disadvantages of incorporation, and on the structure of the corporation you form.

Can you handle the loneliness?

The first time I left a day job to write full-time, loneliness proved to be my Achilles heel. It’s not that I’m not content keeping my own company, but rather that as a Type A extrovert, I missed the water cooler action. Spending the day playing with your imaginary friends can get to be pretty isolating if you let it.

Are you ready to turn your passion into a business?

It’s a big deal to entrust your financial future to an industry as capricious as the entertainment business, where your reputation and paycheck are literally tied to your latest effort. Readers’ tastes change, publishers go out of business, editors and agents retire. Any one of those events—or any one of a bajillion others, for that matter—can turn current success on its ear. And you’ll have to adapt. It’s no different than any other business, but in my experience, creative people start a writing business with far less preparation and due diligence than the average entrepreneur. Don’t make that mistake.

Whether you’re traditionally published or you choose the far more challenging self-publishing route, this job is as much about marketing and business management as it is about creativity. While your expenses are tax deductible, they are not free. Those expense reports you used to turn into the accounting office for reimbursement file are now paid out of your own funds. That short story that you used to squeeze out free of charge for a charity anthology now represents real opportunity costs that are measured in real dollars.

Will you be happy with your decision five years from now?

Back when Joy and I were first married, my mother counseled that if we waited to have children or buy a house until we thought we could afford them, we’d never have children and we’d be renting forever. Sometimes, making the decision casts the future. Failure is not an option.

There’s no such thing as security in any job market these days. We all know people who have been laid off without ceremony after having dedicated decades of their lives to the company they loved. Business is business, after all, and there’s rarely room for mercy from the corner offices.

It could be argued that shifting from what I used to call a Big Boy Job to a creative job is no more or less risky than leaving Google to go to work for Apple. They’re all big steps.

They’re all big decisions.