Secrets of the Squiggle


In the world of visual communication for solopreneurs, one story stands out as a beacon of inspiration: the legend of the squiggle.

Join me as we journey back to 2002 when designer Damien Newman’s encounter with a skeptical client led to the creation of a deceptively simple yet profoundly insightful sketch — a squiggle that would transform how we perceive the design process and visual communication.

Through this story, you’ll discover not only the importance of visual storytelling but also actionable strategies to elevate your own visual authority in an increasingly competitive landscape. It’s a journey of creativity, clarity, and the transformative potential of a simple sketch.

The birth of the squiggle

Flashback to 2002, and designer Damien Newman is trying to convince a skeptical client about the value of the design process.

The client is impatient and wants to jump immediately to the design end-stage. But Damien objects, “Wait! There are several important steps before we get there.”

“You have 30 seconds to convince me of the value of those extra steps,” the client replies.

Damien picks up his Wacom tablet and stylus (the top choice for digital designers eight years before the iPad's debut). As he deftly sketches the squiggle you see above, he inadvertently produces an iconic visual metaphor that encapsulates the essence of the creative process.

But what does this squiggle signify, and how does it resonate with solopreneurs striving for visual authority?

Decoding the squiggle

Damien explained that the design process moves like this squiggle, from L to R. You begin with research and synthesis, the point of uncertainty. You’re looking for patterns and insights.

Then, the tangled mess subdues a bit, as you create concepts and prototypes.

Only then can you get to the calm, flat line of clarity and focus, when the design emerges.

In subsequent years, Damien’s Process of Design Squiggle became ubiquitous, gracing IDEO t-shirts, posters, and book covers. “I still use it in almost every client presentation,” he says.

So, how can the lessons drawn from this magical sketch empower solopreneurs in their quest for visual authority?

What the squiggle teaches us

Damien’s simple squiggle holds two important lessons for solopreneurs.

First, the squiggle captures the messiness and uncertainty of the solopreneur’s journey. We’ve all felt trapped in that chaotic jumble.

It helps us understand that creativity is not a straight line, and that our goal of clarity is waiting on the other side. To get there, we need to reflect and sort out patterns that currently are hidden.

With persistence, insights arrive.

Now, having explored the broader implications of Newman’s squiggle for solopreneurs, let’s zoom in on a second key takeaway: the power of simplicity in visual communication.

How can solopreneurs leverage this principle to amplify their message and solidify their visual authority?

Visuals can be simple

As solopreneurs who want to use visuals to enhance our ideas, the squiggle also teaches us that simple drawings can be incredibly powerful.

It only took Damien Newman a few moments to create an illustration now used worldwide.*

Did he suspect it would have this impact when he did it? No. He was trying to convince a client, using a visual to persuade.

Similarly, the rudimentary drawings we use to think through a problem, create a social media post, or spontaneously sketch during a client conversation can become important elements in our visual toolbox.

Just as Damien Newman’s squiggle transformed a client’s skepticism into understanding, your simple visuals can convey complex ideas and establish your visual authority.

So, pick up your pen — digital or otherwise — and let your creativity flow.

Whether it’s a social media post or a client presentation, remember that sometimes it only takes a squiggle to make a lasting impression and grow your visual authority.

*Damien licenses the use of his squiggle under a Creative Commons Attribution-No Derivative Works license, something we’ll explore in a future issue about IP licensing.

My favorite visual delights ❤️

Here are a few gems from around the Web this week to help you build visibility, credibility, and authority:

🗣️ 9 Principles of Better Stories
Jeremy Connell-Waite, a former Communications Designer at IBM, has pulled together a collection of guidelines "based on everything he's learned about storytelling over the last 20 years." He's also created a PDF poster as a visual summary to accompany it.

⭐️ 17 Ideas to Improve Your Creative Work
This roster of ideas on creativity from Ryan Holiday’s book, Perennial Seller, comes from Josh Spector’s archive of his For the Interested newsletter. Josh says it’s a “must-read for anybody who makes or markets creative work.” I agree, and it’s inspired me to pull my copy off the bookshelf again.

🧠 Mental Spring Cleaning Unchallenge, April 22-26
Leading visual thinker Brandy Agerbeck is hosting a free five-day Mental Spring Cleaning Unchallenge. The program consists of five 45-minute work sessions (not lectures or how-tos), during which she’ll share easy, accessible, hands-on visual tools to erase overwhelm, sort through feelings and ideas, and organize your thinking.

Brandy’s events are inventive, powerful, and fun. I’ll be attending, and I thought many folks here would enjoy it as well. Registration is free, and there’s an upgrade option if you want replays of the 5 days.


Thanks again for being a SOLO reader and coming along on this journey of visual exploration.

If you enjoyed this newsletter, please share it with another solopreneur!

See you next week,

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