Meet Barbara Winter


Barbara J Winter is a pioneering self-employment advocate, writer and teacher who has spent the last twenty-five years pondering the question, “Why aren’t we all self-employed?” Helping others discover the Joyfully Jobless life is her favorite occupation. To readers of Read more

Benvenuto!


Buon viaggio….good journey. How nice to have you along. This blog has been a long time brewing. Hardly a day passes when I don’t come across a fascinating new business idea, inspiring story or useful resource and want to pass Read more

Pick a Number, Any Number

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There’s a character in Nick Hornby’s delightful novel High Fidelity who constantly challenges his friends to create on-the-spot Top Five Lists. “Name your top five Dustin Hoffman movies,” he demands.

The story is peppered with Top Five Lists covering all sorts of pop culture topics. It’s not a bad exercise.

When I began experimenting with ideas about setting goals, I started breaking down my yearlong aims into 90-Day Projects. For me, the number five was also operating.

For instance, one of my writing goals was to sell five magazine articles every 90 days. It’s an easy number to work with and I […] Continue Reading…

Going With the Flow

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This post comes from Judy Heminsley, founder of Work From Home Wisdom.

One of the greatest joys of becoming self-employed and working from home is your ability to work when and where you want. I’m sure anyone who’s spent any time in the traditional workplace has been through the agonies of trying to look busy in office hours, not because you’re work-shy, but one of the greatest joys of becoming self-employed and working from home is your ability to work when and where you want. I’m sure anyone who’s spent any time in the traditional workplace has been through the […] Continue Reading…

Do Your Dreams Know You Mean Business?

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According to Wikipedia, singer Josh Groban has sold nearly 20 million albums in his short career. One evening he told his Twitter followers that he’d just finished a two hour voice lesson and “think it’s time to turn pro.”

So why would a rich and famous performer keep taking lessons? More to the point, why would a would-be entrepreneur or freelancer or traveler not be investing in their dreams?

It’s that second question that keeps me awake nights.

Brazen Careerist Penelope Trunk had a particularly interesting piece about that called Frugality is a Career Tool.

She wrote “I have earned a lot of […] Continue Reading…

On Being an Agent of Change

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On the day that Bill Gates announced that he was beginning a transition from the day to day operation of Microsoft in order to spend more time working with his Foundation, I spent the morning listening to Jerry Greenfield, of Ben & Jerry’s fame, talking about Social Responsibility and Radical Business.

Philanthropic entrepreneurs are nothing new, of course. Early industrialist Andrew Carnegie spent the first half of his life building a fortune and the second half giving it away. As a result, thousands of cities and small towns across America were the recipients of a public library.

Celebrities, too, have done […] Continue Reading…

A Few Thoughts on Discovering Passion

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It appears that I have fallen in love with the mandolin. This was no overnight love affair, however. It kind of sneaked up on me.

As a longtime fan of the music of Antonio Vivaldi, I had heard my share of mandolins and associated the instrument with music from the past.

That all began to change when I attended a performance of Prairie Home Companion and heard the amazing Peter Ostroushko play. Nevertheless, I wasn’t ready  to commit.

Then it happened. A  few years later on the weekly broadcast of PHC, Ostroushko performed the most glorious piece, something he’d written to celebrate […] Continue Reading…

Close Encounters

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Like millions of people, I tuned in for the Beatles Tribute on CBS. It was a lovely evening, but it wasn’t  anything like my evening attending a Paul McCartney concert several years ago. It was magical from beginning to end.

You probably have memories like that, too, when you found yourself in the same room with someone you’d admired from afar. That is not an experience that can be duplicated by technology.

As much as I appreciate the gifts of technology, I often wonder if we’re forgetting how powerful it is to have real contact.

Back in the nineties, the independent adult […] Continue Reading…

Who Can Be an Entrepreneur?

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You’ve probably seen an article—or even a book—about starting a business that begins, “Not everyone can be an entrepreneur.”  That cautionary warning always annoys and mystifies me.

Why, I wonder, would anyone write a how-to piece and begin by scaring away the reader?

Over the years, interviewers have frequently asked me if anyone can be an entrepreneur. My answer was and is, “Yes, I believe anyone can be self-employed, but I don’t believe everyone will make that choice.”

At the same time, I’ve been keeping track of some of the groups of people who have successfully started a business. As you can […] Continue Reading…

Willing to Audition?

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On Monday evening’s Daily Show, the Moment of Zen at the end was a clip of Phiilip Seymour Hoffman speaking at the Golden Globes. When you’re just starting out, he said, you must take every opportunity to act. Even auditions for parts you know you won’t get are important to mastering your craft.

It’s a message that frequently gets lost on mature adults. Sometimes our egos prevent us from embracing the beginner stage of a new project. Sometimes we forget how important it is to keep practicing even after we’ve already invested a great deal of time doing just that.

When I […] Continue Reading…

Out of Sync—And Loving It

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On Saturday morning I was running some errands and despite the early hour was surprised by all the traffic I encountered. A friend came up from Los Angeles midday and reported that it had been a slow drive on the freeway. Later in the afternoon, a Facebook friend posted that he’d been to Costco and discovered a pre-Superbowl madhouse.

All three of us are self-employed, so being slowed down by crowds is something we do our best to avoid.

When I first moved into my condo in Valencia, I was surprised to discover that many of my neighbors were on their […] Continue Reading…

Audition Your Ideas

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Some experiences simply do not translate. You have to go to know.  ~ Kobi Yamada
Although there are an unlimited number of ways to make the transition from employee to entrepreneur or from current business to a new profit center, people stuck in either-or thinking overlook one of the best options.

What I’m talking about is a variation of what Barbara Sher calls “a temporary permanent commitment.” Instead of disposing of all current enterprises, you find a creative way to test your passion.

You’re in a much better position, after all, to assess an idea once you have actively engaged in its pursuit. […] Continue Reading…