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Barefoot Consultants® Portable Income

Fun And Freedom Of Portable Income For People Over 50

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Heidi Craig, +2

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The Secret to Freelance Stability

May 10, 2025

•

10 min read

The Secret to Freelance Stability

Cultivate client loyalty for steady cash flow

Winton Churchill
Heidi Craig
Winton Churchill, +1

Archive

Trends

Exactly 36 Years Ago Today, The Wall Street Journal Asked Me About Email

Oct 12, 2026

•

7 min read

Exactly 36 Years Ago Today, The Wall Street Journal Asked Me About Email

And on that day fewer than 1% of Americans were online.

Winton Churchill
Winton Churchill

Motivation

Put a Stake in the Ground

Oct 12, 2026

•

5 min read

Put a Stake in the Ground

The decisions that change our lives usually begin when we stop waiting for the perfect time and commit to moving forward.

Winton Churchill
Winton Churchill
The Work You Stopped Noticing

Oct 11, 2026

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4 min read

The Work You Stopped Noticing

After 20+ years of experience, the things that feel ordinary to you may be the very things someone else needs—and will pay for.

Winton Churchill
Heidi Craig
Winton Churchill, +1

strategy

+1

Quit Looking in the Low-Paying Jobs Section

Sep 11, 2026

•

4 min read

Quit Looking in the Low-Paying Jobs Section

If all you see are $25 and $50 jobs, the problem may not be the market. It may be where you're looking.

Winton Churchill
Heidi Craig
Winton Churchill, +1
Stop Asking, “Who Would Hire Someone Like Me?”

Sep 4, 2026

•

4 min read

Stop Asking, “Who Would Hire Someone Like Me?”

There’s a much better question—and it can completely change how you think about earning portable income.

Winton Churchill
Heidi Craig
Winton Churchill, +1
My Boss Had No Idea What I Did

Aug 28, 2026

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3 min read

My Boss Had No Idea What I Did

Sometimes the most valuable thing you know how to do never appeared in your job description.

Winton Churchill
Heidi Craig
Winton Churchill, +1

Newsletter

+1

What Do You Want an Ordinary Tuesday to Look Like?

Aug 21, 2026

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4 min read

What Do You Want an Ordinary Tuesday to Look Like?

Before you decide how much you want to earn, decide what you want your life to look like.

Winton Churchill
Heidi Craig
Winton Churchill, +1

mindset

+1

Your Next Chapter May Be a Chip Shot, Not a Reinvention

Aug 17, 2026

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4 min read

Your Next Chapter May Be a Chip Shot, Not a Reinvention

How to turn the skills and experience you already have into practical portable-income opportunities—without starting over.

Winton Churchill
Winton Churchill
Same Expertise. Completely Different Impression.

Aug 14, 2026

•

4 min read

Same Expertise. Completely Different Impression.

Why the way you package your work can be almost as important as the work itself.

Winton Churchill
Heidi Craig
Winton Churchill, +1
...
Barefoot Consultants® Portable Income

Barefoot Consultants® Portable Income

Fun And Freedom Of Portable Income For People Over 50


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