Singularity University

Gary A. Bolles is an internationally-recognized expert on the future of work and the future of learning. His focus is on the strategies for helping individuals, organizations, communities and countries to thrive in the transition to a digital work economy.

As Chair for the Future of Work for Singularity University, he leads the organization’s efforts to empower a global community with the mindset, skillset, and network to create an abundant future of work and learning. In the seismic transition to what Bolles calls the digital work economy, individuals, organizations, communities and countries all need to develop a shared understanding of the dynamics of disruptive change, collaborate on the development of effective strategies, and ensure that all people have access to meaningful work and lifelong learning opportunities.

As a partner in the boutique consulting agency Charrette LLC, he helps clients to identify and understand trends affecting their organizations and markets, often through strategic conferences, innovation consulting, strategy design charrettes, and collaborative initiatives. Bolles has served as strategic consultant and visiting lecturer for clients such as Google, Intel, the New Zealand Government, and the United Nations. He has also co-founded a variety of conferences and strategic initiatives, including:

  • Closing The Gap (, a conference in Palm Beach, Florida, focused on strategies for an inclusive economy, with speakers such as Tony Blair, Tom Friedman, and Robert Reich
  •, a conference focused on the future of higher education
  • Silicon Valley Meets the UN, bringing hi-tech leaders to the international development community
  • SoCap,, the premier gathering for impact entrepreneurs and investors, and
  • US Broadband Coalition, a consortium of 137 organizations that developed a draft broadband strategy for the country.

Bolles has also served as a consulting producer for strategic events for clients such as Google (Zeitgeist, Innovation for the Nation, ThinkCloud), Singularity University (Global Summit, Exponential Manufacturing, Exponential Finance), TED ([email protected], [email protected]), and National Australia Bank and London Business School (Silicon Valley Innovation Days). Formerly, Bolles was the editorial director of technology publications such as Yahoo! Internet Life, [email protected] Week, and Network Computing, as well as the on-screen host of TechTV’s “Working the Web.”

As co-founder of, he helps job-hunters & career changers, from youth to 50+, with online and in-person programs. Trained as a career counselor at the age of 19, he is an expert on world’s most effective methods for helping job-hunters and career changers, from “What Color Is Your Parachute?”, which is the best-selling career book of all time. eParachute has licensed its software to groups ranging from libraries and colleges to membership groups like AARP. Bolles has also authored a series of video courses on the future of work for LinkedIn Learning’s


  • Future of Work
  • Disruptive Trends

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