Goodbye, Cubicle. Hello, Startup!

Goodbye, Cubicle. Hello, Startup!

Author Michelle Goodman offers women irreverent yet practical advice on making the leap from corporate job to independent venture

Getting Started May 2, 2007, 1:48PM EST

Author Michelle Goodman, a self-described former "wage slave," left her cubicle in 1992 to work for herself, and never looked back. But the transition wasn't easy for her. Indeed, although women make up one of the fastest growing segments of entrepreneurship, Goodman discovered that most find it difficult to make the leap (see BW Online, 1/31/07, "The Face of Entrepreneurship in 2017").

So Goodman culled the lessons from her own trials and errors along the way to solvent self-employment and compiled them in her practical and irreverent guidebook, The Anti 9 to 5 Guide: Practical Career Advice for Women Who Think Outside of the Cube (Seal Press, 2007). BusinessWeek staff writer Stacy Perman recently spoke with Goodman about getting out of the cube and on your own. Edited excerpts of their conversation follow.

You called yourself a wage slave. Why?

When I had a full-time nine-to-five job as a publicist for a book publisher, I wasn't enjoying it. It wasn't so much the job, but the construct of working for the man. I'm the kind of person who wants to work for myself at home, picking my own hours, colleagues, and projects. It's the opposite of what I thought was a wage slave.

What impelled you to go out on your own?

A rebellious streak at age 24. Perhaps I had trouble with authority figures, but I wasn't the poster child of how to be successful. For example, [had I known at the time] I would have saved money in the bank first, gathered more than one client before I left, stuck it out a bit longer in the cube, and collected more contacts and skills that would have come in handy when working on my own. I was only in the work force for three years after college.

What generally keeps women from going out on their own?

Fear. I think what's different for women than for men is they feel like the decision has to be 100% right. But it's never going to be a 100% sure bet—but being 80% sure just might be good enough.

In general, men are more brash and confident. Women overall have a harder time asking for money, which is what you have to do over and over again when you're self-employed. Also, women tend to have a harder time marketing themselves. They think it's bragging and uncouth, but marketing is a huge part of being self-employed.

What were some of the biggest lessons you learned during the "groping in the dark phase," as you call it?

Get a little bit more educated about what it means to run a business before diving in. I learned what makes a good contract by signing a lot of bad ones. I could have saved a lot of heartache and financial strain. There are so many great resources out there related to self-employment, like SCORE (

Another thing that I wished that I'd done was not to have leapt into [self-employment] without a better financial plan. [I wish I'd] asked myself questions like: What's my backup plan? How long before I say that I haven't made enough to live on and it's time to go back to the cube or a temp job?

Marketing [myself] was another learning curve—it was almost a personality thing. I was incredibly shy and loathe to go meet other people, but there's no other way to get clients. Back then [in 1992], you couldn't hide behind e-mail and the Web.

What are the most difficult transitions to make from leaving the office/cube to self-employment?

For a lot of people, it's discipline and managing your own schedule. You're used to going to work in an office for eight to 10 hours. The tendency, when working for yourself at home, is to think "I have got all day. I can do my shopping or meet someone for lunch." And it doesn't work out very well.

In the book, I talk about easing into it slowly, even working at it on the side. It allows you to test out a new business and see if the market is taking to it. Only get what you need, and don't go overboard. I went overboard. I had office supplies in cupboards for eight years. I bought everything in bulk. But I would say don't skimp on a computer or chair or Internet connection—those are essential.

People who work from home often find themselves isolated, working in their pajamas all day. How does one avoid that pitfall?

That's a huge worry for people before they begin, and a huge complaint once they're self-employed. It's imperative to meet people doing what you're doing and other self-employed people, [whether] they're in your line of business or not. There are tons of professional associations in every city. Also, build coffee dates into your week. It's easy to feel like you're working in vacuum.

Does one need a business plan?

It depends on what kind of business, but I say do a reality-check plan. It's very good to have goals to figure out how much your living expenses and business expenses are going to be and how much money you want to make each month and what's your backup plan. Ask yourself: How do you want your business to grow after six months? How are you going to reach the market? What's the going rate for your services? This forces you to answer all sorts of questions that you wouldn't have [asked otherwise].

I've seen so many people become sole proprietors without knowing how much to make each month. And trying to reach people forces you to do preliminary research on the feasibility of what you're hoping to do.

How did you get the idea to write this book?

I had been answering questions about what it's like to exist without a steady paycheck for a number of years by people who wanted to start their own café or freelance. So I wrote the book that I wished I had read when I left the cube. There are dozens of books about how to start a business, but not many spoke to me as a [then] 20-something who could not finance my lunch, let alone a career change. I wanted a book that would take that into account.

You call your book "practical career advice for women who think outside the cube." What was the best piece of advice you yourself received, and one piece that you gave?

My mom told me not to skimp on the benefits: You do need health insurance, vacations, and a retirement plan. I say to people who are looking to do their own thing that they need to be flexible. You can map it all out, but you have to roll with what the market or your client is asking. You need to be willing to be flexible, vigilantly organized, think about all the possible scenarios, and get your ducks in a row.

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