Time to Launch a New Dream?

Being rich isn’t about having money.
Being rich is about having options. ~ Chris Rock

Welcome to the Joyfully Jobless Weekend. I’m Barbara Winter and I am excited to be collaborating on these upcoming events.

For over a decade I zipped around the country sharing my best ideas for making a living without a job with people who were ready for a change. Most of the curious (and sometimes skeptical) participants who showed up had followed the career advice about getting a good job.

They’d done what their parents, teachers and guidance counselors had told them they needed to do to find a career. While this advice may have kept them solvent, it didn’t keep them satisfied.

Many of my students told me they wanted to travel. Explore. Live an interesting life. None of this was happening with their current job…or any of their previous jobs.

They were stumped. They were often misunderstood by their family and friends who insisted they cling to what they had.

But what they had wasn’t working for them—and they were quietly (and often secretly) looking for options.

I know all about the frustration of working at something that is less interesting, less challenging, less creative, less than you deserve. After doing my best to follow the conventional career advice, I decided to follow my heart and create my own livelihood.

That life-changing decision happened for me in 1974 and I’ve been Joyfully Jobless ever since. From the moment I quietly started down this new path, I committed to making my business my laboratory. I would pay attention, learn valuable lessons and pass them along to anyone and everyone who wanted to create their own exploration.

What I didn’t anticipate was how much easier it was going to become to set out on your own. For starters, every day more and more people are opting in to the Joyfully Jobless Journey. We have more tools, resources, and options than ever before.

Maybe you’re just beginning to wonder if you could ditch your job and join the ranks of the successfully self-employed. Perhaps you already have a great idea that refuses to leave you alone, but you’re not sure how to bring it to life. Or you might have already launched your first—or fourth—business and are ready to gather some new ideas.

That’s Where the Joyfully Jobless Weekend Comes In

Join me and other entrepreneurial explorers for three of my most popular workshops. We’ll head out on Friday evening with Becoming a Great Idea Detective, then pick up again on Saturday morning with Making a Living Without a Job, ending up on Saturday afternoon with I Hate Marketing.

So reserve the date, reserve your place and come prepared to be inspired and informed.

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When & Where

The Joyfully Jobless Weekends will return when we are able to return to group gatherings again.

I believe that it’s our urgent obligation (and precious opportunity) to learn more and make things better for those around us. What we’ve found, though, is that it’s the lifelong journey of connection that powers that learning. That surrounding ourselves with others on the same path is at least as useful as learning something new. ~ Seth Godin

Becoming a Great Idea Detective

Think that great ideas are only for artists and inventors? Not sure that your ideas are all that valuable? Consider this: the Industrial Age is over and the Information Age is being replaced by the Idea Age. Creative thinking is taking on new importance. Richard Florida, the author of The Rise of the Creative Class, says, “Access to talented and creative people is to modern business what access to coal and iron ore was to steel-making.

Having too many ideas and not having enough are two sides of the same coin—both can lead to inaction. It’s time to take charge of your creative process and become a super “idea detective.” Explore what makes creative people creative and the keys to stimulating your creativity. Find out how to conduct an idea quest, evaluate and test your ideas. Learn how to avoid the pitfalls that sabotage good ideas.

Becoming an Idea Detective may be the most important skill you can acquire for taking advantage of this emerging era. It also makes everyday living more fun and interesting. If you are ready to solve the idea dilemma, it’s time to learn how to be an Idea Detective. In this lively seminar, you’ll get tools to do precisely that.

We’ll explore:

  • Habits of creative people
  • How to conduct an idea quest
  • How to evaluate your ideas
  • Pitfalls that sabotage good ideas
  • Collecting evidence that builds your case
  • Creating an idea laboratory

Barbara Winter, author of the best-selling Making a Living Without a Job, has been inspiring entrepreneurs for over two decades with her creative and practical ideas for turning small business dreams into reality. Her ingenuity and unique ability to generate great ideas have helped hundreds of people across the country realize their entrepreneurial dreams. Join Barbara for your creative tune-up.

Friday, 6:30-9:30pm

The Joyfully Jobless Weekends will return when we are able to return to group gatherings again.

$155.00 for all 3

Making a Living Without a Job

Ready to leave behind the nine-to-five world and start building something on your own? Don’t know where to start? Millions of Americans have already traded in their corporate lifestyle for the satisfaction, freedom and creative challenge of jobless earning. So can you. This seminar is for everyone who has dreamed of being their own boss, as well as for those who are out of work, soon to be out of work, or wishing they were out of work.

After “real” jobs as a teacher, employment counselor, and interior designer, Barbara J. Winter decided to test her own ideas and strike out on her own. That was in1974 and she’s been joyfully jobless ever since. She shares her experience and passion with would-be self-bossers in this informative seminar. Barbara will give you the basics you need to join the ranks of the successfully self-employed.

You’ll learn:

  • Three important techniques for success
  • How to recognize and manage the obstacles you’ll face
  • How to develop multiple income channels
  • How to design a work life that’s perfect for you
  • How to get started quickly with little or no money
  • The best ways to make a living without a job
  • How to find support and resources for building momentum

While conventional wisdom may still be telling you, “Get a job,” this class will show you new possibilities for working when you want, where you want and how you want. Whether you want to make the transition from employee to entrepreneur or create another source of income, don’t miss this one-of-a-kind seminar. Come prepared to be inspired and informed.

Saturday, 9:30am-12:30pm


The Joyfully Jobless Weekends will return when we are able to return to group gatherings again.

$155.00 for all 3

I Hate Marketing!

Very few people start a business because they love marketing. And yet, without marketing it’s unlikely that a business will succeed. Whether you’re a webmaster or window washer, an artist or an accountant, you know that success is dependent upon securing business and that attracting and retaining clients and customers is fundamental to your future.

If you’re ready to take a more positive and creative approach to get your message out, this seminar is for you.

You’ll learn:

  • How to master marketing fears and make marketing fun
  • The essentials of making your business stand out
  • How to find clients in off the beaten track ways
  • How to generate word of mouth endorsements
  • Free and inexpensive sources of promotion
  • Skills that will generate a growing customer base

Whether you own a business that’s ready for a makeover or you have just printed your first business cards, this class will offer dozens of ideas that will help your business stand out amidst the competition.

Even if your marketing budget is small (or nonexistent) you’ll come away with tried and tested practical ideas that will transform your approach to marketing and boost your confidence. This seminar might even help you learn to love marketing!

Saturday, 1:30pm-4:30pm


The Joyfully Jobless Weekends will return when we are able to return to group gatherings again.