Worst Corporate T-shirt Designs Ever

Don't Hate My Swag Guy Kawasaki’s The Art of the Start, addresses a number of valuable startup issues, including fundraising, partnering, branding and beyond. In addition to these foundational startup issues, Guy also briefly discusses how to properly design a corporate T-shirt.

When I evaluated Guy’s book for its potential use in my UCSB entrepreneurial classes, I was impressed overall, but I thought his comments on T-shirt designs were gratuitous. My initial thought was, “Guy, are you really telling me how to design a corporate T-shirt?”

Then I took a moment to consider a couple T-shirts we developed at Expertcity (creator of GoToMyPC and GoToMeeting, acquired by Citrix). Upon reflection, I realized that we would have been well served if we had applied Guy’s T-shirt suggestions.

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As described in Lousy Product Names, Expertcity was initially a marketplace for services in which users utilized our technology to solve technical support issues. In our attempt to make this flawed business model successful, we partnered with Sun Microsystems. They licensed our screen sharing technology to support their StarOffice customers.

As part of the launch of this new service, we collaborated with Sun to design a T-shirt. The logo that was displayed on the shirt is show below. In isolation, it appears fairly innocuous. Our message was, “If you need help, all you have to do is click.”

Need Help

In those days, I derived as much value from Expertcity’s SWAG as I did from my meager paycheck. When I came home wearing the Sun Microsystem T-shirt, with an extra one for my wife, she took one look at it and responded, “I would never wear that.” I was shocked, as she generally welcomed a chance to promote Expertcity. However, her reaction was clear when she poked me, literally “clicking” on the logo.

Getting “clicked” on the nipple is not welcomed by most people, especially women. However, before you become indignant at the insensitivity of the men who undoubtedly designed this shirt, take a breath. It was actually designed by two women, a VP at Expertcity and a VP at Sun.

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One terrible T-shirt design should be enough for any startup, but we managed to come up with two. To promote the Expertcity marketplace, we created the following design.

Click Me

Seen up close, the text is not particularly compelling, nor is it particularly offensive. However, when seen from afar, the message changes considerably.

Click Me Far View

If you do not see anything other than “click me” in the above photo, ask a friend.

Not only is this shirt offensive, it breaks most of Kawasaki’s rules of T-shirt design, which are summarized as follows:

Do Not Use White – It quickly becomes dingy, reducing its life. We, of course, used white.

Minimize Text – We did adhere to this suggestion, although our execution was abysmal.

Use At Least A 60-Point Font – We blew it here. Our tiny font contributed to the potential misinterpretation of our messaging.

Spend Some Money On Design – Epic fail here as well. We did everything in-house.

Make Kid Sizes – Thank goodness we did not adhere to this rule, as we might have been arrested for child endangerment.

List Source: Guy Kawasaki, The Art Of The Start

Satisfied Students

I have used Guy’s clever book in my New Venture Creation class for the past five years, sharing it with thousands of students. Categorically, they find the book to be extremely additive to their entrepreneurial education. My hope is that they learn from Guy’s thoughtful discussions of numerous entrepreneurial issues, including branding, promotion, product development AND T-shirt designs.

John Greathouse

John Greathouse is a Partner at Rincon Venture Partners, a venture capital firm investing in early stage, web-based businesses. Previously, John co-founded RevUpNet, a performance-based online marketing agency sold to Coull. During the prior twenty years, he held senior executive positions with several successful startups, spearheading transactions that generated more than $350 million of shareholder value, including an IPO and a multi-hundred-million-dollar acquisition.

John is a CPA and holds an M.B.A. from the Wharton School. He is a member of the University of California at Santa Barbara’s Faculty where he teaches several entrepreneurial courses.

Note: All of my advice in this blog is that of a layman. I am not a lawyer and I never played one on TV. You should always assess the veracity of any third-party advice that might have far-reaching implications (be it legal, accounting, personnel, tax or otherwise) with your trusted professional of choice.

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  • Irfon

    Hi John, just in middle of designing Coull’s first T- shirts. After reading this its back to drawing board!

  • Funny. It would take some effort to top “*ick Me”!

  • Thanks for this practical advice.

    I learned the same lesson as you: Regardless of how brilliant you think your idea/design is, make sure to “test” it on other people and get their reaction.

  • Dharmesh – too true. The iterative process applies to most creative aspects of business – even T-shirts.

    B/T/W – love Inbound Marketing. I have shared it with my students at UCSB as well. Great book.

  • Anonymous


    Have you ever made “team” t-shirts for members of a startup. Maybe “team Expertcity” or “Expertcity developer” to wear at functions, parties, etc. to distinguish them as members of the startup.

    Does this look professional/unified, or cheap/hokey in the eyes of investors and possible clients?

  • John Greathouse


    We actually debated this at Citrix and considered issuing “GoToMyPC” and “GoToMeeting” team shirts .We decided not to in the end, as we didn’t want to encourage fractionalization (us vs them).

    However, if you feel that a team/dept T-shirt might help bring the team together, then go for it. i don’t think anyone would consider it unprofessional or hokey. If they do, then they probably are not a good fit for a startup culture.



  • David

    VIDEO FLICKS was a chain of rental stores in So. Cal. Yes, they used all caps for their logo.

  • Good call…the “F” and “L” side-by-side are much less dangerous than the “cl”!

  • Nice work. I am thinking if it is used as corporate shirts. What you say?

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