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Design Thinking: A Guide to Creative Problem Solving for Everyone

Three vignettes excerpted from the second part of "Design Thinking," Andrew Pressman's recently published book, which focuses on how design thinking is applied to real-life challenges.

By Andrew Pressman
April 18, 2019

Application of design thinking to help solve myriad problems that are not typically associated with design is illuminated in a new book through vignettes drawn from such diverse realms as politics and society, business, health and science, law, and writing. Design Thinking: A Guide to Creative Problem Solving for Everyone seeks to assist in addressing a full spectrum of challenges from the most vexing to the everyday – whether you work in a design field or not. It renders accessible the creative problem-solving abilities that we all possess by providing a dynamic framework and practical tools for thinking imaginatively and critically. The following three vignettes are excerpted from the second part, which focuses on how design thinking is applied to real-life challenges. (Routledge, October 2018)



Design thinking has been recognized as an important means to innovate in the context of developing new products and technologies. But design thinking can also be applied to other business-related challenges such as devising entrepreneurial practice models, expanding professional services, operations, and even setting fees or pricing plans.


Implementing a strategic technology plan

“One of the things I so enjoy about my work is that whatever the particular challenge or business problem is, I always take a design approach to developing a solution. One of the most important aspects of that approach is that it enables me to maintain a focus on the “big picture,” or overall vision, even as I’m grappling with the weedy details. When talking to other business owners and entrepreneurs, a common refrain is feeling overwhelmed by all the logistical/management details that have to be attended to, and that can suck the life out of your dream. I certainly have my bad days like everyone else, but having a vision and a high tolerance for ambiguity (which is the same as having a high tolerance for risk) are enormously helpful to me. It puts the tedious details of running a business into a larger context and gives those activities meaning.”

Michael Tardif


Michael Tardif has over 20 years of experience applying information technologies to the design, construction, operation, and maintenance of buildings. He currently leads Building Informatics Group based in North Bethesda, Maryland.


Michael had been asked to develop a strategic technology plan to implement Building Information Modeling (BIM) software in a construction company – complete with itemized tasks and schedule milestones – and then “drive” implementation of the plan. After studying business operations for three months, he realized that rolling out a strategic plan – executing a linear sequence of steps – would fail because it would be so highly invasive and disruptive to existing business operations. Instead, Michael proposed a vision (or design concept) – a set of measurable goals for the company to achieve – and then set out to achieve those goals opportunistically, in a non-linear fashion, without working out the specifics of execution in advance.


To accomplish this daunting undertaking, Michael invented a brilliant metaphor: strategic plan as a jigsaw puzzle.” He sought opportunities on different projects to implement portions of the strategic plan; in other words (invoking the metaphor) putting puzzle pieces into place wherever he could. The process was messy and non-linear. Michael and the staff had to synthesize information as it became available, and make adjustments to the “design solution” while maintaining the vision. But the vision always remained clear, and the “complete picture” of the strategic plan emerged over time. This was fundamentally a design thinking process.


When the process began, Michael knew conceptually what the end result should look like, but didn’t quite know how they would get there. If they had waited to have all the detailed elements in place before starting, they would have never started.  And they would have failed, because the details would have been wrong, and would have diverted attention from the overall vision they were trying to achieve.


The puzzle metaphor proved more useful than Michael could have dared to hope for. Conversations about the strategic plan revolved around the question: “What piece of the puzzle is that?” Most importantly, at any point in time, no one cared that the picture was incomplete; staff understood that they were moving toward a complete picture, and understood how they were getting there.



Design thinking can be a critical tool for addressing leadership challenges. Design thinking promotes visualization of the big picture, reframing of perspectives, creation of innovative solutions to problems, attention to detail, and management and reconciliation of diverse and complex interests and relationships. Cultivating an attitude to authentically listen to insights from others as well successfully sharing one’s own vision may not always be easy but can be very effective as illustrated below.


Expanding the politics of civic engagement

“A good leader uses the design process as a model that allows everyone to participate and thus improves and expands the politics of civic engagement. The most creative and productive way [to apply design thinking] is to engage people – the [stakeholders] – in the process.”

Richard Swett (from Leadership by Design: Creating an Architecture of Trust by Richard N. Swett with Colleen M. Thornton)


Richard N. Swett was elected to the U.S. Congress and served as the U.S. Ambassador to Denmark.


Dick underscores a fundamental aspect of design thinking that leads to successful resolution of problems or great projects that are rich in meaning: be inclusive. The magic occurs when the input is creatively interpreted, and stakeholders see or are explicitly shown how their ideas influenced the outcome. The stakeholders are then more likely to be fully invested in that outcome, which is so important for success. This creative interpretation may reveal windows of opportunity not previously contemplated, and may thereby provide extraordinary solutions that are also responsive to stakeholder requirements and preferences.


Dick co-authored the Congressional Accountability Act, landmark legislation that requires Congress to abide by the same laws it passes for the rest of the country. In Design Thinking, Dick explains how he was able to harness inclusive participation and interpret the input in a way that was meaningful and effective in order to get this landmark legislation passed.


3. LAW

Alternatives and the big idea

“The notion of alternatives is an extremely valuable part of design thinking.

Stepping back and always asking yourself what’s the big idea – what is the organizing principle to what you’re doing – is a key part of design thinking.”

Jay Wickersham


Jay Wickersham is principal of the Cambridge, Massachusetts, law firm Noble, Wickersham & Heart LLP. Jay holds both law and architecture degrees from Harvard.


There are several ways that design training has been helpful to Jay. One is the synthesizing of different kinds of information from a whole host of different sources. Design thinking is very powerful in training you to keep looking more broadly; to keep looking beyond the borders of what one might think is the problem. Draw in information and knowledge from all kinds of different sources. In that sense, design training is quite the opposite of legal training. In legal training, you are trained to screen things out, to keep narrowing down, and to make a decision that turns on one or two key legal points, so you can dismiss everything else as irrelevant.


In contrast, design thinking stipulates that you look as broadly as possible, and then find ways to integrate the information you’ve gathered. Related to that point, in architecture you come to respect the perspective and expertise of others. Architects have a unique responsibility to coordinate vast amounts of multidisciplinary input: on any project of modest scale, architects might have from 10 to 30 or more consultants in other disciplines, any one of whom knows more about their part of the project than the architect does.


An extremely valuable part of design thinking that Jay has learned is the notion of alternatives. Do not fall in love with your idea. You need to generate five more. Jay is always trying to give his clients alternatives, whether it’s figuring out how to resolve a dispute, structuring contracts on a complicated international project, or thinking about an ownership transition. List the pros and cons of each of the alternatives or approaches. Jay, of course, has a sense of which he thinks is favorable, but this should also be a discussion with the client.


If there are several options, the final solution, scheme, or alternative usually borrows elements from each one. Jay states that, in his law firm, they don’t pretend to have the “right” answer. Whenever possible, they present alternative approaches as a way of eliciting the discussion, which usually results in coming up with an answer that will be probably better than any of the alternatives. And it will get people on board to support it.


Jay believes that if you give people the sense of different options, they don’t feel like they’re being railroaded into doing just one thing. They are much more receptive to having an open conversation about the pros and cons. If you feel strongly about one option, it is often easier to convince somebody if you’ve been able to show why one approach is not as strong as another.


Andrew Pressman, FAIA, an architect, Professor Emeritus at the University of New Mexico, and Adjunct Professor at the University of Maryland, leads his own award-winning architectural firm in Washington, DC. He has written numerous critically acclaimed books and articles, and holds a Master’s degree from the Harvard University Graduate School of Design.

(click on pictures to enlarge)