Eric Lefkofsky Asks Every Person to Imagine What Might Happen If

Well-known Chicago serial entrepreneur Eric Lefkofsky shared his certainty that the world would be a better place should more people boost their creative spirit.

He referred to a comment by his partner, in his blog post at his personal website, (, which stated how would you answer the question, “I wonder if..”

Lefkofsky made it clear he could not stop thinking about the three words and how they led him to question issues such as I wonder if we can survive without firepower, I wonder if elected officials will ever be more concerned about the country rather than getting elected again or I wonder if we’ll cure cancer.

He also wrote about how he has always been a daydreamer. He revealed he can focus on a problem until he reaches a solution, whether that takes place when he is driving or exercising. After he has found an answer, he is driven to make the vision come to life. He also considers similar occurrences take place with all entrepreneurs.

According to Lefkofsky, wondering is forcible and strong and gets groundbreaking originality going. He gave the example of Steve Jobs questioning whether a computer would fit in his pocket and if Jeff Bezos could put together a virtual shopping center on the Internet.

Lefkofsky also wondered what would happen if more people dreamed and asked themselves the question either I wonder if or why not?

After graduating from the University of Michigan, Lefkofsky received his Juris Doctor at the University of Michigan Law School.

His entrepreneurial initiatives include technology companies Tempus, LightBank, Groupon, Uptake Technologies, Mediaocean, Echo Global Logistics and InnerWorkings. The companies range from venture fund investing, technology-enabled transportation and logistics to managed print provider.

Lefkofsky’s philanthropic efforts take in establishing the Lefkofsky Family Foundation, along with his wife Liz, which is a private charitable foundation that works to advance scientific and educational organizations and causes worldwide. He is also a trustee at Lurie Children’s Hospital of Chicago and he and his wife are members of The Giving Pledge.


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