This Week At Gapingvoid: 2/16 – 2/20

Microsoft at Gapingvoid HQ

[Myself, Microsoft’s Steve Wiens and their trusty photographer, Brian Smale setting up the tabletop shoot.] Microsoft recently commissioned me to draw them a set of new cartoons, based around the new company vision of their CEO, Satya Nadella . They asked me to draw them non-digital, old school, i.e. pen & ink on blank business cards, […]

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This Week At Gapingvoid: 2/9-2/13

  purchase me “Knowledge, unlike information, is a human characteristic; there can be information no one knows, but there can’t be knowledge no one knows.” — Clay Shirky Open innovation IS collaborative knowledge. It’s the idea that no firm knows it all. It’s about sharing with your partners, so everybody wins. It’s just about the […]

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This Week At Gapingvoid: February 2 – 6

purchase me! You know the moment when you realize that all the potential you always knew you had was just a fraction of what could be?… The tip of an unfathomably large iceberg. It’s one of those powerful moments that doesn’t come very often, but when it does, it will profoundly affect you. This sentiment […]

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This Week at Gapingvoid: 1/26 – 1/30

  purchase me “Love” is one of those words that people don’t like using much around the office, especially when one is talking about one’s colleagues. But…without what the Ancient Greeks called “Agape” (Brotherly/Sisterly love, divine love, non-romantic love etc.), building a business, or doing anything worthwhile with colleagues, is impossible. Though Valentine’s Day is […]

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gapingvoid in Israel

This is a recent t-shirt we did for our client,, as part of their Israeli startup reachout program, spearheaded by an old San Antonio friend of mine from the early days of blogging, Alan Weinkranz. (Rackspace is based in San Antonio; Alan visits Israel about once a quarter). For those of you with poor […]

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Creating a Culture of Purpose: Roger Shank at City Real Estate Advisors

CREA’s CFO, Roger Shank: “CREA has a dozen framed prints around the office, and I will occasionally ‘cube grenade’ people’s desks with one of the daily cartoons.  My first print was “Ignore Everybody” but my most prized is a 1991 original abstract piece that Hugh painted in his cubicle while at Leo Burnett.” “City Real […]

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This Week at Gapingvoid: 1/19 – 1/23

Buy The Print Some people wake us up. They bring us a new idea or a new way to do things. They challenge us to think differently, they challenge the status quo. They make things that previously seemed impossible, possible. We call what they have vision. They see with their mind’s eye a different future. We call them […]

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This Week At Gapingvoid: 1/12 – 1/16

Robots. Can’t live with ‘em, can’t live without ‘em.We’re all tired of calling customer service and reaching a machine. Press 1 for…Instead of making life simpler, a lot of digital tools have simply made it more annoying.That’s what this image is about – in an age where many companies are caught up with innovation, what really […]

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This Week at Gapingvoid: 1/5 – 1/9

The other side: accountability.What good leaders do for their organization. They hold themselves accountable, and everyone else, too. It’s all about setting the right example, even when it’s not easy to do. Especially when it’s not easy. That’s when they need you most. Excellence has become just another word. It gets thrown around too often and […]

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Hugh MacLeod is a genius.  Genius.

Seth Godin
Best Selling Author

His work acknowledges the absurdity of workaday life, while also encouraging employees to respond with passion, creativity, and non-conformity...   MacLeod’s work is undeniably an improvement over the office schlock of yore. At its best, it’s more honest, and more cognizant of the entrepreneurial psyche, while still retaining some idealism.

The New Republic
Lydia Depillis

Last year my State of the College address was 76 slides loaded with data. This year it was 14 cartoons that were substantially more memorable.

Len Schlesinger
Former President, Babson College

"There are only two daily newsletters that I look forward to opening and reading every time they show up to my inbox: Seth Godin's and gapingvoid."

Tony Hsieh
CEO, Zappos

In moments of indecision I glance at the wall [to Hugh's work] for guidance.

Brian Clark
  • Seth Godin
  • The New Republic
  • Len Schlesinger
  • Tony Hsieh
  • Brian Clark